# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ss151_li
_database_code_depnum_ccdc_archive 'CCDC 1999194'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2020-04-25 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H12 Li N5 O2'
_chemical_formula_sum            'C17 H12 Li N5 O2'
_chemical_formula_weight         325.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3684(5)
_cell_length_b                   11.7212(6)
_cell_length_c                   13.6653(7)
_cell_angle_alpha                96.048(4)
_cell_angle_beta                 93.197(5)
_cell_angle_gamma                97.803(5)
_cell_volume                     1632.07(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4548
_cell_measurement_theta_min      5
_cell_measurement_theta_max      70

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .21
_exptl_crystal_size_mid          .17
_exptl_crystal_size_min          .15
_exptl_absorpt_coefficient_mu    0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_T_max  0.807

_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            19184
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.832
_diffrn_reflns_theta_max         73.187
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6149
_reflns_number_gt                2848
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1090P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6149
_refine_ls_number_parameters     478
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1859
_refine_ls_wR_factor_gt          0.1441
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_restrained_S_all      0.850
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6325(3) 0.11148(18) 0.57628(18) 0.0747(7) Uani 1 1 d D . . . .
O2 O 0.8870(2) 0.13032(18) 0.44139(19) 0.0657(6) Uani 1 1 d D . . . .
N1 N 1.1337(2) 0.70736(16) 0.73942(16) 0.0427(6) Uani 1 1 d . . . . .
N2 N 0.8641(3) 0.7059(2) 0.5782(2) 0.0594(7) Uani 1 1 d . . . . .
N3 N 0.8695(3) 0.3499(2) 0.5970(2) 0.0691(8) Uani 1 1 d . . . . .
N4 N 1.1087(3) 0.2926(2) 0.7420(2) 0.0700(8) Uani 1 1 d . . . . .
N5 N 1.3757(3) 0.4176(2) 0.9348(2) 0.0787(9) Uani 1 1 d . . . . .
Li1 Li 0.7611(5) 0.2128(4) 0.5182(4) 0.0576(13) Uani 1 1 d . . . . .
C2 C 1.0932(3) 0.5907(2) 0.72180(19) 0.0405(6) Uani 1 1 d . . . . .
C3 C 1.1584(3) 0.5150(2) 0.7730(2) 0.0433(7) Uani 1 1 d . . . . .
C4 C 1.2602(3) 0.5611(2) 0.8440(2) 0.0458(7) Uani 1 1 d . . . . .
C5 C 1.2981(3) 0.6802(2) 0.8655(2) 0.0457(7) Uani 1 1 d . . . . .
C6 C 1.2307(3) 0.7489(2) 0.8085(2) 0.0418(6) Uani 1 1 d . . . . .
C7 C 0.9838(3) 0.5555(2) 0.6521(2) 0.0451(7) Uani 1 1 d . . . . .
C8 C 1.1281(3) 0.3914(2) 0.7552(2) 0.0484(7) Uani 1 1 d . . . . .
C9 C 1.3255(3) 0.4823(2) 0.8953(2) 0.0533(8) Uani 1 1 d . . . . .
C10 C 1.4070(3) 0.7274(2) 0.9416(2) 0.0603(8) Uani 1 1 d . . . . .
H10A H 1.3747 0.7285 1.0061 0.090 Uiso 1 1 calc R U . . .
H10B H 1.4415 0.8048 0.9304 0.090 Uiso 1 1 calc R U . . .
H10C H 1.4748 0.6792 0.9370 0.090 Uiso 1 1 calc R U . . .
C11 C 1.2673(3) 0.8775(2) 0.8210(2) 0.0446(7) Uani 1 1 d . . . . .
C12 C 1.2525(3) 0.9424(2) 0.9090(2) 0.0609(9) Uani 1 1 d . . . . .
H12 H 1.2188 0.9060 0.9612 0.073 Uiso 1 1 calc R U . . .
C13 C 1.2878(4) 1.0619(3) 0.9195(3) 0.0757(11) Uani 1 1 d . . . . .
H13 H 1.2782 1.1053 0.9790 0.091 Uiso 1 1 calc R U . . .
C14 C 1.3368(4) 1.1164(3) 0.8428(3) 0.0699(10) Uani 1 1 d . . . . .
H14 H 1.3599 1.1965 0.8500 0.084 Uiso 1 1 calc R U . . .
C15 C 1.3512(3) 1.0532(2) 0.7565(3) 0.0652(9) Uani 1 1 d . . . . .
H15 H 1.3848 1.0900 0.7044 0.078 Uiso 1 1 calc R U . . .
C16 C 1.3164(3) 0.9343(2) 0.7451(2) 0.0530(8) Uani 1 1 d . . . . .
H16 H 1.3264 0.8920 0.6851 0.064 Uiso 1 1 calc R U . . .
C17 C 0.9201(3) 0.6394(2) 0.6112(2) 0.0460(7) Uani 1 1 d . . . . .
C18 C 0.9237(3) 0.4413(2) 0.6227(2) 0.0509(7) Uani 1 1 d . . . . .
O1A O 0.8753(2) 0.88218(16) 0.42427(17) 0.0632(6) Uani 1 1 d D . . . .
O2A O 0.6209(2) 0.86438(17) 0.56729(17) 0.0578(6) Uani 1 1 d D . . . .
Li1A Li 0.7494(5) 0.7865(4) 0.4910(4) 0.0575(13) Uani 1 1 d . . . . .
N1A N 0.3730(2) 0.29564(16) 0.26875(16) 0.0430(6) Uani 1 1 d . . . . .
N2A N 0.6444(3) 0.2948(2) 0.43206(19) 0.0565(7) Uani 1 1 d . . . . .
N3A N 0.6429(3) 0.6501(2) 0.4108(2) 0.0675(8) Uani 1 1 d . . . . .
N4A N 0.4078(3) 0.7099(2) 0.2670(2) 0.0748(9) Uani 1 1 d . . . . .
N5A N 0.1315(3) 0.5872(2) 0.0757(2) 0.0811(9) Uani 1 1 d . . . . .
C2A C 0.4172(3) 0.4108(2) 0.28550(19) 0.0419(6) Uani 1 1 d . . . . .
C3A C 0.3509(3) 0.4882(2) 0.2364(2) 0.0444(7) Uani 1 1 d . . . . .
C4A C 0.2469(3) 0.4435(2) 0.1670(2) 0.0453(7) Uani 1 1 d . . . . .
C5A C 0.2048(3) 0.3252(2) 0.1470(2) 0.0450(7) Uani 1 1 d . . . . .
C6A C 0.2702(3) 0.2552(2) 0.2042(2) 0.0419(6) Uani 1 1 d . . . . .
C7A C 0.5289(3) 0.4444(2) 0.3536(2) 0.0454(7) Uani 1 1 d . . . . .
C8A C 0.3848(3) 0.6113(2) 0.2545(2) 0.0518(8) Uani 1 1 d . . . . .
C9A C 0.1826(3) 0.5234(2) 0.1155(2) 0.0549(8) Uani 1 1 d . . . . .
C10A C 0.0986(3) 0.2807(2) 0.0671(2) 0.0576(8) Uani 1 1 d . . . . .
H10D H 0.0174 0.3029 0.0871 0.086 Uiso 1 1 calc R U . . .
H10E H 0.0906 0.1977 0.0558 0.086 Uiso 1 1 calc R U . . .
H10F H 0.1202 0.3130 0.0074 0.086 Uiso 1 1 calc R U . . .
C11A C 0.2301(3) 0.1273(2) 0.1970(2) 0.0438(7) Uani 1 1 d . . . . .
C12A C 0.1016(3) 0.0807(2) 0.2036(2) 0.0565(8) Uani 1 1 d . . . . .
H12A H 0.0387 0.1297 0.2121 0.068 Uiso 1 1 calc R U . . .
C13A C 0.0652(4) -0.0382(3) 0.1978(3) 0.0688(10) Uani 1 1 d . . . . .
H13A H -0.0216 -0.0687 0.2026 0.083 Uiso 1 1 calc R U . . .
C14A C 0.1574(4) -0.1107(3) 0.1849(3) 0.0687(10) Uani 1 1 d . . . . .
H14A H 0.1331 -0.1905 0.1802 0.082 Uiso 1 1 calc R U . . .
C15A C 0.2863(4) -0.0655(2) 0.1788(2) 0.0619(9) Uani 1 1 d . . . . .
H15A H 0.3486 -0.1150 0.1700 0.074 Uiso 1 1 calc R U . . .
C16A C 0.3232(3) 0.0535(2) 0.1859(2) 0.0513(7) Uani 1 1 d . . . . .
H16A H 0.4105 0.0837 0.1831 0.062 Uiso 1 1 calc R U . . .
C17A C 0.5909(3) 0.3605(2) 0.3963(2) 0.0462(7) Uani 1 1 d . . . . .
C18A C 0.5888(3) 0.5593(2) 0.3840(2) 0.0512(7) Uani 1 1 d . . . . .
H20 H 0.658(3) 0.0479(17) 0.591(2) 0.061 Uiso 1 1 d D U . . .
H21 H 0.619(3) 0.147(2) 0.6329(13) 0.061 Uiso 1 1 d D U . . .
H20A H 0.866(3) 0.9505(14) 0.410(2) 0.061 Uiso 1 1 d D U . . .
H21A H 0.889(3) 0.847(2) 0.3679(13) 0.061 Uiso 1 1 d D U . . .
H30 H 0.9568(19) 0.134(3) 0.4794(19) 0.061 Uiso 1 1 d D U . . .
H31 H 0.890(3) 0.165(3) 0.3891(15) 0.061 Uiso 1 1 d D U . . .
H30A H 0.5481(17) 0.857(3) 0.532(2) 0.061 Uiso 1 1 d D U . . .
H31A H 0.625(3) 0.825(2) 0.6166(15) 0.061 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 Li1 1.925(6) . ?
O1 H20 0.860(10) . ?
O1 H21 0.865(10) . ?
O2 Li1 2.005(6) . ?
O2 H30 0.860(10) . ?
O2 H31 0.861(10) . ?
N1 C6 1.342(3) . ?
N1 C2 1.366(3) . ?
N2 C17 1.148(3) . ?
N2 Li1A 2.027(6) . ?
N3 C18 1.150(3) . ?
N3 Li1 2.003(5) . ?
N4 C8 1.141(3) . ?
N5 C9 1.140(4) . ?
Li1 N2A 2.042(6) . ?
Li1 H21 2.33(3) . ?
Li1 H31 2.34(3) . ?
C2 C3 1.405(4) . ?
C2 C7 1.426(4) . ?
C3 C4 1.403(4) . ?
C3 C8 1.432(3) . ?
C4 C5 1.394(4) . ?
C4 C9 1.433(4) . ?
C5 C6 1.403(4) . ?
C5 C10 1.497(4) . ?
C6 C11 1.494(3) . ?
C7 C17 1.402(4) . ?
C7 C18 1.405(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C16 1.375(4) . ?
C11 C12 1.381(4) . ?
C12 C13 1.390(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.352(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
O1A Li1A 1.935(6) . ?
O1A H20A 0.861(10) . ?
O1A H21A 0.866(10) . ?
O2A Li1A 1.996(6) . ?
O2A H30A 0.859(10) . ?
O2A H31A 0.856(10) . ?
Li1A N3A 1.998(5) . ?
Li1A H31A 2.25(3) . ?
N1A C6A 1.345(3) . ?
N1A C2A 1.356(3) . ?
N2A C17A 1.142(3) . ?
N3A C18A 1.147(3) . ?
N4A C8A 1.140(3) . ?
N5A C9A 1.138(4) . ?
C2A C3A 1.411(4) . ?
C2A C7A 1.428(4) . ?
C3A C4A 1.402(4) . ?
C3A C8A 1.430(4) . ?
C4A C5A 1.390(4) . ?
C4A C9A 1.440(4) . ?
C5A C6A 1.405(4) . ?
C5A C10A 1.505(4) . ?
C6A C11A 1.491(3) . ?
C7A C17A 1.405(4) . ?
C7A C18A 1.413(4) . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C11A C12A 1.382(4) . ?
C11A C16A 1.385(4) . ?
C12A C13A 1.386(4) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.369(5) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.379(5) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.388(4) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Li1 O1 H20 115(2) . . ?
Li1 O1 H21 107(2) . . ?
H20 O1 H21 104(3) . . ?
Li1 O2 H30 107(2) . . ?
Li1 O2 H31 102(2) . . ?
H30 O2 H31 119(3) . . ?
C6 N1 C2 120.0(2) . . ?
C17 N2 Li1A 164.3(3) . . ?
C18 N3 Li1 163.5(3) . . ?
O1 Li1 N3 122.1(3) . . ?
O1 Li1 O2 114.1(2) . . ?
N3 Li1 O2 105.6(3) . . ?
O1 Li1 N2A 100.9(3) . . ?
N3 Li1 N2A 100.3(2) . . ?
O2 Li1 N2A 113.0(3) . . ?
O1 Li1 H21 20.8(5) . . ?
N3 Li1 H21 101.9(6) . . ?
O2 Li1 H21 129.9(7) . . ?
N2A Li1 H21 102.0(9) . . ?
O1 Li1 H31 128.0(8) . . ?
N3 Li1 H31 103.7(9) . . ?
O2 Li1 H31 21.2(5) . . ?
N2A Li1 H31 93.1(6) . . ?
H21 Li1 H31 147.3(9) . . ?
N1 C2 C3 119.3(2) . . ?
N1 C2 C7 115.9(2) . . ?
C3 C2 C7 124.8(2) . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 C8 117.4(2) . . ?
C2 C3 C8 123.3(3) . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 C9 120.0(3) . . ?
C3 C4 C9 118.4(2) . . ?
C4 C5 C6 115.1(3) . . ?
C4 C5 C10 120.7(2) . . ?
C6 C5 C10 124.2(2) . . ?
N1 C6 C5 124.6(2) . . ?
N1 C6 C11 115.3(2) . . ?
C5 C6 C11 120.0(2) . . ?
C17 C7 C18 113.6(3) . . ?
C17 C7 C2 119.8(2) . . ?
C18 C7 C2 126.5(2) . . ?
N4 C8 C3 177.4(3) . . ?
N5 C9 C4 178.4(4) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 118.4(2) . . ?
C16 C11 C6 120.8(2) . . ?
C12 C11 C6 120.8(3) . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 121.0(3) . . ?
C11 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
N2 C17 C7 177.7(3) . . ?
N3 C18 C7 176.7(3) . . ?
Li1A O1A H20A 124(2) . . ?
Li1A O1A H21A 111(2) . . ?
H20A O1A H21A 103(3) . . ?
Li1A O2A H30A 110(2) . . ?
Li1A O2A H31A 96(2) . . ?
H30A O2A H31A 118(3) . . ?
O1A Li1A O2A 117.9(2) . . ?
O1A Li1A N3A 117.5(3) . . ?
O2A Li1A N3A 104.8(3) . . ?
O1A Li1A N2 102.7(3) . . ?
O2A Li1A N2 112.0(3) . . ?
N3A Li1A N2 100.7(2) . . ?
O1A Li1A H31A 133.1(8) . . ?
O2A Li1A H31A 22.2(4) . . ?
N3A Li1A H31A 103.2(9) . . ?
N2 Li1A H31A 90.9(6) . . ?
C6A N1A C2A 120.7(2) . . ?
C17A N2A Li1 165.9(3) . . ?
C18A N3A Li1A 163.8(3) . . ?
N1A C2A C3A 118.9(2) . . ?
N1A C2A C7A 116.3(2) . . ?
C3A C2A C7A 124.8(2) . . ?
C4A C3A C2A 119.2(2) . . ?
C4A C3A C8A 118.0(2) . . ?
C2A C3A C8A 122.8(3) . . ?
C5A C4A C3A 121.9(2) . . ?
C5A C4A C9A 119.6(3) . . ?
C3A C4A C9A 118.5(2) . . ?
C4A C5A C6A 115.1(3) . . ?
C4A C5A C10A 120.0(2) . . ?
C6A C5A C10A 124.9(2) . . ?
N1A C6A C5A 124.0(2) . . ?
N1A C6A C11A 114.3(2) . . ?
C5A C6A C11A 121.7(2) . . ?
C17A C7A C18A 113.5(3) . . ?
C17A C7A C2A 120.6(2) . . ?
C18A C7A C2A 125.9(2) . . ?
N4A C8A C3A 177.5(3) . . ?
N5A C9A C4A 179.3(4) . . ?
C5A C10A H10D 109.5 . . ?
C5A C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
C5A C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
C12A C11A C16A 119.0(2) . . ?
C12A C11A C6A 121.2(3) . . ?
C16A C11A C6A 119.8(3) . . ?
C11A C12A C13A 120.8(3) . . ?
C11A C12A H12A 119.6 . . ?
C13A C12A H12A 119.6 . . ?
C14A C13A C12A 119.7(3) . . ?
C14A C13A H13A 120.1 . . ?
C12A C13A H13A 120.1 . . ?
C13A C14A C15A 120.2(3) . . ?
C13A C14A H14A 119.9 . . ?
C15A C14A H14A 119.9 . . ?
C14A C15A C16A 120.2(3) . . ?
C14A C15A H15A 119.9 . . ?
C16A C15A H15A 119.9 . . ?
C11A C16A C15A 120.0(3) . . ?
C11A C16A H16A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
N2A C17A C7A 177.9(3) . . ?
N3A C18A C7A 176.4(3) . . ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.075



_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ss318_rb
_database_code_depnum_ccdc_archive 'CCDC 2000522'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2020-05-01 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H8 N5 Rb'
_chemical_formula_sum            'C17 H8 N5 Rb'
_chemical_formula_weight         367.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rb Rb -0.4688 1.6079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   22.0886(19)
_cell_length_b                   8.7859(4)
_cell_length_c                   20.3080(10)
_cell_angle_alpha                90
_cell_angle_beta                 127.702(5)
_cell_angle_gamma                90
_cell_volume                     3118.2(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3426
_cell_measurement_theta_min      4.6
_cell_measurement_theta_max      65.3

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .21
_exptl_crystal_size_mid          .17
_exptl_crystal_size_min          .15
_exptl_absorpt_coefficient_mu    4.412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.528
_exptl_absorpt_correction_T_max  0.727

_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            10946
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.673
_diffrn_reflns_theta_max         72.468
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3053
_reflns_number_gt                1915
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3053
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   0.832
_refine_ls_restrained_S_all      0.832
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rb1 Rb 0.45257(2) 0.24169(3) 0.46111(2) 0.06153(12) Uani 1 1 d . . . . .
N1 N 0.27679(13) 0.2192(2) 0.39038(13) 0.0442(5) Uani 1 1 d . . . . .
N2 N 0.39332(14) -0.0837(3) 0.43006(17) 0.0650(8) Uani 1 1 d . . . . .
N3 N 0.16318(16) -0.2269(3) 0.22301(17) 0.0681(8) Uani 1 1 d . . . . .
N4 N 0.06963(16) 0.0703(3) 0.11160(16) 0.0677(8) Uani 1 1 d . . . . .
N5 N 0.00390(19) 0.4494(4) 0.1480(2) 0.0986(11) Uani 1 1 d . . . . .
C2 C 0.22741(15) 0.1345(3) 0.32150(16) 0.0419(6) Uani 1 1 d . . . . .
C3 C 0.15668(15) 0.1981(3) 0.25539(17) 0.0450(6) Uani 1 1 d . . . . .
C4 C 0.13530(16) 0.3391(3) 0.26806(18) 0.0487(7) Uani 1 1 d . . . . .
C5 C 0.18268(16) 0.4192(3) 0.34160(18) 0.0485(7) Uani 1 1 d . . . . .
C6 C 0.25597(16) 0.3556(3) 0.39989(17) 0.0441(6) Uani 1 1 d . . . . .
C7 C 0.33003(17) -0.0531(3) 0.38183(18) 0.0510(7) Uani 1 1 d . . . . .
C8 C 0.25275(15) -0.0155(3) 0.32092(16) 0.0465(7) Uani 1 1 d . . . . .
C9 C 0.20349(16) -0.1307(3) 0.26625(18) 0.0501(7) Uani 1 1 d . . . . .
C10 C 0.10836(16) 0.1261(3) 0.17604(19) 0.0516(7) Uani 1 1 d . . . . .
C11 C 0.06151(19) 0.4009(4) 0.2009(2) 0.0641(9) Uani 1 1 d . . . . .
C12 C 0.15504(19) 0.5594(3) 0.3587(2) 0.0636(8) Uani 1 1 d . . . . .
H12A H 0.1624 0.6470 0.3360 0.095 Uiso 1 1 calc R U . . .
H12B H 0.1835 0.5720 0.4177 0.095 Uiso 1 1 calc R U . . .
H12C H 0.1017 0.5487 0.3333 0.095 Uiso 1 1 calc R U . . .
C13 C 0.31660(16) 0.4349(3) 0.47845(17) 0.0473(7) Uani 1 1 d . . . . .
C14 C 0.33408(19) 0.5872(3) 0.4791(2) 0.0571(8) Uani 1 1 d . . . . .
H14 H 0.3070 0.6418 0.4295 0.069 Uiso 1 1 calc R U . . .
C15 C 0.3911(2) 0.6583(4) 0.5524(2) 0.0684(9) Uani 1 1 d . . . . .
H15 H 0.4026 0.7599 0.5520 0.082 Uiso 1 1 calc R U . . .
C16 C 0.4304(2) 0.5799(5) 0.6252(2) 0.0802(11) Uani 1 1 d . . . . .
H16 H 0.4683 0.6284 0.6748 0.096 Uiso 1 1 calc R U . . .
C17 C 0.4142(2) 0.4278(5) 0.6259(2) 0.0808(11) Uani 1 1 d . . . . .
H17 H 0.4415 0.3742 0.6758 0.097 Uiso 1 1 calc R U . . .
C18 C 0.35766(19) 0.3560(4) 0.55252(19) 0.0633(9) Uani 1 1 d . . . . .
H18 H 0.3472 0.2537 0.5531 0.076 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Rb1 N3 2.983(3) 4 ?
Rb1 N4 3.015(3) 8_556 ?
Rb1 N2 3.033(2) 5_656 ?
Rb1 N2 3.046(2) . ?
Rb1 N4 3.142(3) 4 ?
Rb1 N1 3.218(2) . ?
Rb1 C7 3.361(3) . ?
Rb1 N5 3.640(4) 8_556 ?
Rb1 C13 3.650(3) . ?
Rb1 C18 3.689(4) . ?
Rb1 C10 3.724(3) 8_556 ?
Rb1 C15 3.733(4) 5_666 ?
N1 C6 1.339(3) . ?
N1 C2 1.354(3) . ?
N2 C7 1.145(4) . ?
N2 Rb1 3.033(2) 5_656 ?
N3 C9 1.150(3) . ?
N3 Rb1 2.983(3) 4_545 ?
N4 C10 1.147(4) . ?
N4 Rb1 3.015(3) 8_455 ?
N4 Rb1 3.142(3) 4_545 ?
N5 C11 1.133(4) . ?
N5 Rb1 3.640(4) 8_455 ?
C2 C3 1.411(4) . ?
C2 C8 1.435(4) . ?
C3 C4 1.405(4) . ?
C3 C10 1.425(4) . ?
C4 C5 1.382(4) . ?
C4 C11 1.446(4) . ?
C5 C6 1.411(4) . ?
C5 C12 1.507(4) . ?
C6 C13 1.487(4) . ?
C7 C8 1.404(4) . ?
C8 C9 1.401(4) . ?
C10 Rb1 3.724(3) 8_455 ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.377(4) . ?
C13 C14 1.391(4) . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.359(5) . ?
C15 Rb1 3.733(4) 5_666 ?
C15 H15 0.9300 . ?
C16 C17 1.385(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.379(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Rb1 N4 140.01(7) 4 8_556 ?
N3 Rb1 N2 132.49(8) 4 5_656 ?
N4 Rb1 N2 68.12(7) 8_556 5_656 ?
N3 Rb1 N2 84.09(7) 4 . ?
N4 Rb1 N2 135.87(7) 8_556 . ?
N2 Rb1 N2 82.53(7) 5_656 . ?
N3 Rb1 N4 63.78(7) 4 4 ?
N4 Rb1 N4 76.32(8) 8_556 4 ?
N2 Rb1 N4 123.10(7) 5_656 4 ?
N2 Rb1 N4 147.31(7) . 4 ?
N3 Rb1 N1 64.59(7) 4 . ?
N4 Rb1 N1 122.60(7) 8_556 . ?
N2 Rb1 N1 143.84(6) 5_656 . ?
N2 Rb1 N1 66.52(6) . . ?
N4 Rb1 N1 92.74(6) 4 . ?
N3 Rb1 C7 69.45(7) 4 . ?
N4 Rb1 C7 148.00(8) 8_556 . ?
N2 Rb1 C7 102.28(7) 5_656 . ?
N2 Rb1 C7 19.82(6) . . ?
N4 Rb1 C7 129.38(7) 4 . ?
N1 Rb1 C7 48.74(6) . . ?
N3 Rb1 N5 146.23(7) 4 8_556 ?
N4 Rb1 N5 70.64(7) 8_556 8_556 ?
N2 Rb1 N5 62.22(9) 5_656 8_556 ?
N2 Rb1 N5 66.62(8) . 8_556 ?
N4 Rb1 N5 140.68(8) 4 8_556 ?
N1 Rb1 N5 87.62(7) . 8_556 ?
C7 Rb1 N5 77.88(7) . 8_556 ?
N3 Rb1 C13 87.29(7) 4 . ?
N4 Rb1 C13 83.89(7) 8_556 . ?
N2 Rb1 C13 139.97(7) 5_656 . ?
N2 Rb1 C13 100.47(7) . . ?
N4 Rb1 C13 73.55(7) 4 . ?
N1 Rb1 C13 39.84(6) . . ?
C7 Rb1 C13 86.29(7) . . ?
N5 Rb1 C13 82.17(8) 8_556 . ?
N3 Rb1 C18 106.87(8) 4 . ?
N4 Rb1 C18 74.91(8) 8_556 . ?
N2 Rb1 C18 119.21(8) 5_656 . ?
N2 Rb1 C18 93.17(8) . . ?
N4 Rb1 C18 90.73(8) 4 . ?
N1 Rb1 C18 48.67(6) . . ?
C7 Rb1 C18 84.95(8) . . ?
N5 Rb1 C18 60.75(8) 8_556 . ?
C13 Rb1 C18 21.62(7) . . ?
N3 Rb1 C10 155.42(7) 4 8_556 ?
N4 Rb1 C10 15.46(6) 8_556 8_556 ?
N2 Rb1 C10 57.84(7) 5_656 8_556 ?
N2 Rb1 C10 120.49(7) . 8_556 ?
N4 Rb1 C10 91.78(7) 4 8_556 ?
N1 Rb1 C10 122.69(6) . 8_556 ?
C7 Rb1 C10 134.26(7) . 8_556 ?
N5 Rb1 C10 56.39(7) 8_556 8_556 ?
C13 Rb1 C10 88.11(7) . 8_556 ?
C18 Rb1 C10 74.18(7) . 8_556 ?
N3 Rb1 C15 90.48(8) 4 5_666 ?
N4 Rb1 C15 71.76(8) 8_556 5_666 ?
N2 Rb1 C15 58.98(8) 5_656 5_666 ?
N2 Rb1 C15 120.36(8) . 5_666 ?
N4 Rb1 C15 68.57(8) 4 5_666 ?
N1 Rb1 C15 154.11(7) . 5_666 ?
C7 Rb1 C15 131.03(7) . 5_666 ?
N5 Rb1 C15 118.23(8) 8_556 5_666 ?
C13 Rb1 C15 138.65(7) . 5_666 ?
C18 Rb1 C15 143.99(7) . 5_666 ?
C10 Rb1 C15 77.26(7) 8_556 5_666 ?
C6 N1 C2 120.7(2) . . ?
C6 N1 Rb1 107.93(16) . . ?
C2 N1 Rb1 118.98(17) . . ?
C7 N2 Rb1 166.0(2) . 5_656 ?
C7 N2 Rb1 95.81(18) . . ?
Rb1 N2 Rb1 97.47(7) 5_656 . ?
C9 N3 Rb1 134.0(2) . 4_545 ?
C10 N4 Rb1 120.1(2) . 8_455 ?
C10 N4 Rb1 136.2(2) . 4_545 ?
Rb1 N4 Rb1 103.68(8) 8_455 4_545 ?
C11 N5 Rb1 105.6(3) . 8_455 ?
N1 C2 C3 119.3(2) . . ?
N1 C2 C8 116.2(2) . . ?
C3 C2 C8 124.5(2) . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 C10 119.7(2) . . ?
C2 C3 C10 121.9(2) . . ?
C5 C4 C3 122.0(2) . . ?
C5 C4 C11 120.0(3) . . ?
C3 C4 C11 118.0(3) . . ?
C4 C5 C6 115.3(2) . . ?
C4 C5 C12 121.3(3) . . ?
C6 C5 C12 123.3(3) . . ?
N1 C6 C5 123.5(2) . . ?
N1 C6 C13 114.2(2) . . ?
C5 C6 C13 122.2(2) . . ?
N2 C7 C8 178.4(4) . . ?
N2 C7 Rb1 64.37(17) . . ?
C8 C7 Rb1 115.47(17) . . ?
C9 C8 C7 117.7(2) . . ?
C9 C8 C2 123.5(2) . . ?
C7 C8 C2 118.6(2) . . ?
N3 C9 C8 178.3(3) . . ?
N4 C10 C3 178.8(4) . . ?
N4 C10 Rb1 44.46(17) . 8_455 ?
C3 C10 Rb1 134.66(18) . 8_455 ?
N5 C11 C4 179.4(4) . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.7(3) . . ?
C18 C13 C6 119.7(3) . . ?
C14 C13 C6 121.6(3) . . ?
C18 C13 Rb1 80.81(19) . . ?
C14 C13 Rb1 102.0(2) . . ?
C6 C13 Rb1 86.15(16) . . ?
C15 C14 C13 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 Rb1 101.2(2) . 5_666 ?
C14 C15 Rb1 107.6(2) . 5_666 ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
Rb1 C15 H15 60.2 5_666 . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C13 C18 C17 120.4(3) . . ?
C13 C18 Rb1 77.57(19) . . ?
C17 C18 Rb1 104.5(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
Rb1 C18 H18 88.0 . . ?

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
_geom_torsion_publ_flag
C6 N1 C2 C3 7.0(4) . . . . ?
Rb1 N1 C2 C3 -130.5(2) . . . . ?
C6 N1 C2 C8 -174.4(3) . . . . ?
Rb1 N1 C2 C8 48.1(3) . . . . ?
N1 C2 C3 C4 -8.9(4) . . . . ?
C8 C2 C3 C4 172.6(3) . . . . ?
N1 C2 C3 C10 168.7(3) . . . . ?
C8 C2 C3 C10 -9.8(5) . . . . ?
C2 C3 C4 C5 2.7(4) . . . . ?
C10 C3 C4 C5 -175.0(3) . . . . ?
C2 C3 C4 C11 -177.9(3) . . . . ?
C10 C3 C4 C11 4.5(4) . . . . ?
C3 C4 C5 C6 5.0(4) . . . . ?
C11 C4 C5 C6 -174.4(3) . . . . ?
C3 C4 C5 C12 -171.8(3) . . . . ?
C11 C4 C5 C12 8.8(5) . . . . ?
C2 N1 C6 C5 1.3(4) . . . . ?
Rb1 N1 C6 C5 142.9(2) . . . . ?
C2 N1 C6 C13 -179.6(3) . . . . ?
Rb1 N1 C6 C13 -38.0(3) . . . . ?
C4 C5 C6 N1 -7.2(4) . . . . ?
C12 C5 C6 N1 169.4(3) . . . . ?
C4 C5 C6 C13 173.8(3) . . . . ?
C12 C5 C6 C13 -9.6(4) . . . . ?
Rb1 N2 C7 Rb1 -160.9(12) 5_656 . . . ?
Rb1 C7 C8 C9 158.5(2) . . . . ?
Rb1 C7 C8 C2 -25.7(4) . . . . ?
N1 C2 C8 C9 163.2(3) . . . . ?
C3 C2 C8 C9 -18.3(5) . . . . ?
N1 C2 C8 C7 -12.3(4) . . . . ?
C3 C2 C8 C7 166.2(3) . . . . ?
Rb1 N4 C10 Rb1 -179.6(5) 4_545 . . 8_455 ?
C4 C3 C10 Rb1 19.7(4) . . . 8_455 ?
C2 C3 C10 Rb1 -157.9(2) . . . 8_455 ?
N1 C6 C13 C18 -45.9(4) . . . . ?
C5 C6 C13 C18 133.2(3) . . . . ?
N1 C6 C13 C14 133.0(3) . . . . ?
C5 C6 C13 C14 -47.9(4) . . . . ?
N1 C6 C13 Rb1 31.2(2) . . . . ?
C5 C6 C13 Rb1 -149.7(3) . . . . ?
C18 C13 C14 C15 -0.3(5) . . . . ?
C6 C13 C14 C15 -179.2(3) . . . . ?
Rb1 C13 C14 C15 -86.3(3) . . . . ?
C13 C14 C15 C16 -0.7(6) . . . . ?
C13 C14 C15 Rb1 114.1(3) . . . 5_666 ?
C14 C15 C16 C17 1.1(6) . . . . ?
Rb1 C15 C16 C17 -117.0(4) 5_666 . . . ?
C15 C16 C17 C18 -0.5(6) . . . . ?
C14 C13 C18 C17 0.9(5) . . . . ?
C6 C13 C18 C17 179.8(3) . . . . ?
Rb1 C13 C18 C17 99.6(4) . . . . ?
C14 C13 C18 Rb1 -98.8(3) . . . . ?
C6 C13 C18 Rb1 80.2(3) . . . . ?
C16 C17 C18 C13 -0.5(6) . . . . ?
C16 C17 C18 Rb1 83.4(4) . . . . ?

_refine_diff_density_max         0.207
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_ss140_k
_database_code_depnum_ccdc_archive 'CCDC 2000519'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2020-05-01 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C19 H11 K N6)'
_chemical_formula_sum            'C38 H22 K2 N12'
_chemical_formula_weight         724.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.6080(5)
_cell_length_b                   7.2325(2)
_cell_length_c                   23.9944(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3576.30(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3606
_cell_measurement_theta_min      7.2
_cell_measurement_theta_max      65.3

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .19
_exptl_crystal_size_mid          .16
_exptl_crystal_size_min          .15
_exptl_absorpt_coefficient_mu    2.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.857

_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            13535
_diffrn_reflns_av_unetI/netI     0.1971
_diffrn_reflns_av_R_equivalents  0.1112
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.684
_diffrn_reflns_theta_max         67.119
_diffrn_reflns_theta_full        67.119
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5063
_reflns_number_gt                2012
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.954
_reflns_Friedel_fraction_max     0.979
_reflns_Friedel_fraction_full    0.979

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0906P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.40(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5063
_refine_ls_number_parameters     475
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1611
_refine_ls_R_factor_gt           0.0736
_refine_ls_wR_factor_ref         0.1980
_refine_ls_wR_factor_gt          0.1604
_refine_ls_goodness_of_fit_ref   0.807
_refine_ls_restrained_S_all      0.807
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.90453(11) 0.5005(5) 0.56831(17) 0.0643(9) Uani 1 1 d . . . . .
N1 N 0.5288(5) 0.2436(12) 0.5287(5) 0.030(3) Uani 1 1 d . . . . .
N2 N 0.4047(6) 0.156(2) 0.4470(5) 0.067(4) Uani 1 1 d . . . . .
N3 N 0.5711(6) 0.071(2) 0.3399(6) 0.073(4) Uani 1 1 d . . . . .
N4 N 0.7123(6) 0.1739(18) 0.4073(6) 0.058(3) Uani 1 1 d . . . . .
N5 N 0.7835(6) 0.331(2) 0.5437(6) 0.071(4) Uani 1 1 d . . . . .
N6 N 0.3988(10) 0.424(3) 0.3232(10) 0.127(8) Uani 1 1 d . . . . .
C2 C 0.5641(6) 0.2155(18) 0.4855(7) 0.040(4) Uani 1 1 d . . . . .
C3 C 0.6324(6) 0.2397(15) 0.4887(7) 0.032(4) Uani 1 1 d . . . . .
C4 C 0.6597(5) 0.2891(19) 0.5369(7) 0.037(3) Uani 1 1 d . . . . .
C5 C 0.6232(5) 0.3226(18) 0.5850(5) 0.040(3) Uani 1 1 d . . . . .
C6 C 0.5565(6) 0.2890(16) 0.5800(5) 0.030(3) Uani 1 1 d . . . . .
C7 C 0.5272(5) 0.1611(16) 0.4364(6) 0.038(3) Uani 1 1 d . . . . .
C8 C 0.6745(6) 0.207(2) 0.4418(6) 0.040(3) Uani 1 1 d . . . . .
C9 C 0.7284(6) 0.313(2) 0.5406(6) 0.042(3) Uani 1 1 d . . . . .
C10 C 0.6532(7) 0.3943(19) 0.6376(6) 0.056(4) Uani 1 1 d . . . . .
H10A H 0.672724 0.293788 0.657667 0.083 Uiso 1 1 calc R U . . .
H10B H 0.620369 0.450800 0.660276 0.083 Uiso 1 1 calc R U . . .
H10C H 0.685832 0.484210 0.628557 0.083 Uiso 1 1 calc R U . . .
C11 C 0.5082(6) 0.305(2) 0.6263(5) 0.042(3) Uani 1 1 d . . . . .
C12 C 0.5184(7) 0.220(2) 0.6752(7) 0.047(4) Uani 1 1 d . . . . .
H12 H 0.557705 0.160479 0.681636 0.056 Uiso 1 1 calc R U . . .
C13 C 0.4713(9) 0.220(3) 0.7162(9) 0.073(5) Uani 1 1 d . . . . .
H13 H 0.478530 0.157530 0.749449 0.088 Uiso 1 1 calc R U . . .
C14 C 0.4157(8) 0.309(3) 0.7082(7) 0.069(5) Uani 1 1 d . . . . .
H14 H 0.383718 0.305936 0.735539 0.083 Uiso 1 1 calc R U . . .
C15 C 0.4047(7) 0.409(2) 0.6587(7) 0.063(4) Uani 1 1 d . . . . .
H15 H 0.366930 0.476687 0.653602 0.075 Uiso 1 1 calc R U . . .
C16 C 0.4512(6) 0.4017(19) 0.6184(6) 0.047(3) Uani 1 1 d . . . . .
H16 H 0.444479 0.463678 0.584943 0.057 Uiso 1 1 calc R U . . .
C17 C 0.4604(7) 0.1606(17) 0.4421(5) 0.041(3) Uani 1 1 d . . . . .
C18 C 0.5535(6) 0.1138(17) 0.3837(7) 0.044(3) Uani 1 1 d . . . . .
C19 C 0.8145(10) 0.660(3) 0.7107(9) 0.076(5) Uani 1 1 d . . . . .
C20 C 0.7874(12) 0.747(3) 0.7544(13) 0.109(8) Uani 1 1 d . . . . .
H20A H 0.773322 0.867768 0.743247 0.163 Uiso 1 1 calc R U . . .
H20B H 0.818789 0.757939 0.783839 0.163 Uiso 1 1 calc R U . . .
H20C H 0.750875 0.676850 0.767440 0.163 Uiso 1 1 calc R U . . .
K1A K 0.33551(11) 0.5036(5) 0.42927(17) 0.0640(9) Uani 1 1 d . . . . .
N1A N 0.7133(5) 0.7532(12) 0.4638(5) 0.029(3) Uani 1 1 d . . . . .
N2A N 0.8373(5) 0.8447(18) 0.5499(5) 0.058(3) Uani 1 1 d . . . . .
N3A N 0.6678(6) 0.910(2) 0.6571(6) 0.072(4) Uani 1 1 d . . . . .
N4A N 0.5289(6) 0.814(2) 0.5904(6) 0.062(3) Uani 1 1 d . . . . .
N5A N 0.4564(6) 0.663(2) 0.4543(6) 0.075(4) Uani 1 1 d . . . . .
N6A N 0.8348(9) 0.595(3) 0.6718(8) 0.111(6) Uani 1 1 d . . . . .
C2A C 0.6776(6) 0.7759(16) 0.5143(5) 0.027(3) Uani 1 1 d . . . . .
C3A C 0.6098(7) 0.7560(15) 0.5119(7) 0.030(3) Uani 1 1 d . . . . .
C4A C 0.5819(6) 0.699(2) 0.4598(6) 0.037(3) Uani 1 1 d . . . . .
C5A C 0.6184(6) 0.6649(15) 0.4134(5) 0.036(3) Uani 1 1 d . . . . .
C6A C 0.6857(6) 0.6999(18) 0.4198(6) 0.041(3) Uani 1 1 d . . . . .
C7A C 0.7142(6) 0.8331(16) 0.5607(5) 0.038(3) Uani 1 1 d . . . . .
C8A C 0.5661(7) 0.792(2) 0.5575(7) 0.045(4) Uani 1 1 d . . . . .
C9A C 0.5116(7) 0.676(2) 0.4571(6) 0.047(3) Uani 1 1 d . . . . .
C10A C 0.5881(6) 0.589(2) 0.3602(6) 0.055(4) Uani 1 1 d . . . . .
H10D H 0.545549 0.542229 0.368210 0.083 Uiso 1 1 calc R U . . .
H10E H 0.614710 0.491623 0.345679 0.083 Uiso 1 1 calc R U . . .
H10F H 0.584875 0.686572 0.333069 0.083 Uiso 1 1 calc R U . . .
C11A C 0.7320(6) 0.6816(19) 0.3720(5) 0.040(3) Uani 1 1 d . . . . .
C12A C 0.7203(7) 0.7652(19) 0.3197(7) 0.053(5) Uani 1 1 d . . . . .
H12A H 0.681850 0.829430 0.313598 0.063 Uiso 1 1 calc R U . . .
C13A C 0.7655(7) 0.752(2) 0.2779(7) 0.053(4) Uani 1 1 d . . . . .
H13A H 0.758061 0.808908 0.243819 0.064 Uiso 1 1 calc R U . . .
C14A C 0.8213(8) 0.655(3) 0.2864(7) 0.069(5) Uani 1 1 d . . . . .
H14A H 0.851309 0.644037 0.257607 0.083 Uiso 1 1 calc R U . . .
C15A C 0.8338(7) 0.572(2) 0.3370(7) 0.060(4) Uani 1 1 d . . . . .
H15A H 0.872075 0.506583 0.342399 0.072 Uiso 1 1 calc R U . . .
C16A C 0.7893(6) 0.5882(19) 0.3796(6) 0.048(3) Uani 1 1 d . . . . .
H16A H 0.798217 0.534814 0.414013 0.058 Uiso 1 1 calc R U . . .
C17A C 0.7818(7) 0.8403(16) 0.5545(6) 0.043(3) Uani 1 1 d . . . . .
C18A C 0.6884(6) 0.8737(19) 0.6136(7) 0.048(4) Uani 1 1 d . . . . .
C19A C 0.4280(10) 0.367(3) 0.2890(10) 0.083(6) Uani 1 1 d . . . . .
C20A C 0.4621(12) 0.279(3) 0.2394(10) 0.096(7) Uani 1 1 d . . . . .
H20D H 0.444343 0.158719 0.232748 0.144 Uiso 1 1 calc R U . . .
H20E H 0.507647 0.269091 0.247095 0.144 Uiso 1 1 calc R U . . .
H20F H 0.455775 0.355202 0.206968 0.144 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 N5 2.842(13) . ?
K1 N2A 2.883(14) . ?
K1 N4A 2.942(14) 3_565 ?
K1 N6A 2.95(2) . ?
K1 N2 3.123(14) 3 ?
K1 N1 3.252(10) 3 ?
K1 C16 3.291(14) 3 ?
K1 C11 3.372(14) 3 ?
K1 C17 3.443(14) 3 ?
N1 C2 1.281(18) . ?
N1 C6 1.397(16) . ?
N2 C17 1.154(14) . ?
N2 K1A 2.921(15) . ?
N3 C18 1.155(16) . ?
N4 C8 1.162(16) . ?
N4 K1A 2.894(12) 3 ?
N5 C9 1.145(14) . ?
N6 C19A 1.10(2) . ?
N6 K1A 2.92(2) . ?
C2 C3 1.420(19) . ?
C2 C7 1.46(2) . ?
C3 C4 1.33(2) . ?
C3 C8 1.44(2) . ?
C4 C5 1.400(18) . ?
C4 C9 1.429(17) . ?
C5 C6 1.401(16) . ?
C5 C10 1.498(19) . ?
C6 C11 1.495(17) . ?
C7 C17 1.385(18) . ?
C7 C18 1.42(2) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.34(2) . ?
C11 C16 1.381(18) . ?
C12 C13 1.38(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.33(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.41(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.362(17) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C19 N6A 1.13(2) . ?
C19 C20 1.34(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
K1A N5A 2.810(13) . ?
K1A N2A 3.096(14) 3_465 ?
K1A N1A 3.182(10) 3_465 ?
K1A C16A 3.323(14) 3_465 ?
K1A C17A 3.395(14) 3_465 ?
K1A C11A 3.410(14) 3_465 ?
N1A C6A 1.260(17) . ?
N1A C2A 1.428(16) . ?
N2A C17A 1.150(14) . ?
N3A C18A 1.156(16) . ?
N4A C8A 1.110(16) . ?
N5A C9A 1.144(15) . ?
C2A C3A 1.405(18) . ?
C2A C7A 1.407(18) . ?
C3A C4A 1.44(2) . ?
C3A C8A 1.44(2) . ?
C4A C5A 1.367(17) . ?
C4A C9A 1.460(19) . ?
C5A C6A 1.418(17) . ?
C5A C10A 1.522(18) . ?
C6A C11A 1.497(18) . ?
C7A C17A 1.402(19) . ?
C7A C18A 1.41(2) . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C11A C16A 1.373(17) . ?
C11A C12A 1.41(2) . ?
C12A C13A 1.37(2) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.36(2) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.38(2) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.378(18) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C19A C20A 1.52(3) . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 K1 N2A 85.4(4) . . ?
N5 K1 N4A 177.8(4) . 3_565 ?
N2A K1 N4A 92.9(4) . 3_565 ?
N5 K1 N6A 81.3(5) . . ?
N2A K1 N6A 72.2(5) . . ?
N4A K1 N6A 99.6(5) 3_565 . ?
N5 K1 N2 69.5(4) . 3 ?
N2A K1 N2 99.9(4) . 3 ?
N4A K1 N2 109.4(4) 3_565 3 ?
N6A K1 N2 150.4(4) . 3 ?
N5 K1 N1 113.3(4) . 3 ?
N2A K1 N1 143.3(4) . 3 ?
N4A K1 N1 67.3(3) 3_565 3 ?
N6A K1 N1 139.1(5) . 3 ?
N2 K1 N1 61.9(3) 3 3 ?
N5 K1 C16 87.2(4) . 3 ?
N2A K1 C16 163.7(4) . 3 ?
N4A K1 C16 94.8(4) 3_565 3 ?
N6A K1 C16 92.3(5) . 3 ?
N2 K1 C16 91.1(3) 3 3 ?
N1 K1 C16 52.9(3) 3 3 ?
N5 K1 C11 111.0(4) . 3 ?
N2A K1 C11 158.9(4) . 3 ?
N4A K1 C11 70.9(4) 3_565 3 ?
N6A K1 C11 96.5(5) . 3 ?
N2 K1 C11 98.4(3) 3 3 ?
N1 K1 C11 42.8(3) 3 3 ?
C16 K1 C11 23.9(3) 3 3 ?
N5 K1 C17 87.9(4) . 3 ?
N2A K1 C17 108.5(4) . 3 ?
N4A K1 C17 91.3(4) 3_565 3 ?
N6A K1 C17 169.1(5) . 3 ?
N2 K1 C17 19.5(2) 3 3 ?
N1 K1 C17 45.2(3) 3 3 ?
C16 K1 C17 85.7(3) 3 3 ?
C11 K1 C17 86.0(3) 3 3 ?
C2 N1 C6 121.2(11) . . ?
C2 N1 K1 126.7(8) . 3_455 ?
C6 N1 K1 101.0(7) . 3_455 ?
C17 N2 K1A 116.5(11) . . ?
C17 N2 K1 96.1(10) . 3_455 ?
K1A N2 K1 116.6(4) . 3_455 ?
C8 N4 K1A 123.3(10) . 3 ?
C9 N5 K1 158.9(12) . . ?
C19A N6 K1A 166.2(18) . . ?
N1 C2 C3 120.0(15) . . ?
N1 C2 C7 113.6(11) . . ?
C3 C2 C7 126.4(14) . . ?
C4 C3 C2 119.8(14) . . ?
C4 C3 C8 117.7(11) . . ?
C2 C3 C8 122.4(15) . . ?
C3 C4 C5 122.3(11) . . ?
C3 C4 C9 120.3(13) . . ?
C5 C4 C9 117.4(14) . . ?
C4 C5 C6 115.3(12) . . ?
C4 C5 C10 122.2(11) . . ?
C6 C5 C10 122.5(12) . . ?
N1 C6 C5 121.1(12) . . ?
N1 C6 C11 113.7(10) . . ?
C5 C6 C11 125.2(11) . . ?
C17 C7 C18 117.9(12) . . ?
C17 C7 C2 116.1(12) . . ?
C18 C7 C2 126.0(11) . . ?
N4 C8 C3 174.1(14) . . ?
N5 C9 C4 179.7(18) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 119.0(12) . . ?
C12 C11 C6 120.8(12) . . ?
C16 C11 C6 120.2(12) . . ?
C12 C11 K1 99.3(10) . 3_455 ?
C16 C11 K1 74.8(8) . 3_455 ?
C6 C11 K1 93.8(7) . 3_455 ?
C11 C12 C13 120.8(14) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.2(17) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.5(15) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 117.9(14) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
C15 C16 C11 121.3(12) . . ?
C15 C16 K1 94.9(9) . 3_455 ?
C11 C16 K1 81.3(9) . 3_455 ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
K1 C16 H16 93.8 3_455 . ?
N2 C17 C7 178.5(15) . . ?
N2 C17 K1 64.4(9) . 3_455 ?
C7 C17 K1 114.8(9) . 3_455 ?
N3 C18 C7 175.7(15) . . ?
N6A C19 C20 175(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N5A K1A N4 177.3(4) . 3_455 ?
N5A K1A N6 82.6(6) . . ?
N4 K1A N6 98.4(5) 3_455 . ?
N5A K1A N2 83.6(4) . . ?
N4 K1A N2 94.2(4) 3_455 . ?
N6 K1A N2 74.9(5) . . ?
N5A K1A N2A 69.1(4) . 3_465 ?
N4 K1A N2A 109.8(4) 3_455 3_465 ?
N6 K1A N2A 151.7(5) . 3_465 ?
N2 K1A N2A 99.4(4) . 3_465 ?
N5A K1A N1A 114.8(4) . 3_465 ?
N4 K1A N1A 66.3(3) 3_455 3_465 ?
N6 K1A N1A 133.6(5) . 3_465 ?
N2 K1A N1A 145.5(4) . 3_465 ?
N2A K1A N1A 64.6(3) 3_465 3_465 ?
N5A K1A C16A 88.1(4) . 3_465 ?
N4 K1A C16A 94.4(4) 3_455 3_465 ?
N6 K1A C16A 89.4(5) . 3_465 ?
N2 K1A C16A 163.1(4) . 3_465 ?
N2A K1A C16A 91.4(3) 3_465 3_465 ?
N1A K1A C16A 51.3(3) 3_465 3_465 ?
N5A K1A C17A 87.9(4) . 3_465 ?
N4 K1A C17A 91.3(4) 3_455 3_465 ?
N6 K1A C17A 169.5(5) . 3_465 ?
N2 K1A C17A 108.4(4) . 3_465 ?
N2A K1A C17A 19.7(2) 3_465 3_465 ?
N1A K1A C17A 47.8(3) 3_465 3_465 ?
C16A K1A C17A 85.9(3) 3_465 3_465 ?
N5A K1A C11A 111.5(4) . 3_465 ?
N4 K1A C11A 70.9(3) 3_455 3_465 ?
N6 K1A C11A 93.4(5) . 3_465 ?
N2 K1A C11A 159.9(4) . 3_465 ?
N2A K1A C11A 98.5(3) 3_465 3_465 ?
N1A K1A C11A 40.6(3) 3_465 3_465 ?
C16A K1A C11A 23.5(3) 3_465 3_465 ?
C17A K1A C11A 86.0(3) 3_465 3_465 ?
C6A N1A C2A 120.9(11) . . ?
C6A N1A K1A 108.0(8) . 3_565 ?
C2A N1A K1A 124.4(7) . 3_565 ?
C17A N2A K1 116.1(10) . . ?
C17A N2A K1A 95.0(10) . 3_565 ?
K1 N2A K1A 117.1(4) . 3_565 ?
C8A N4A K1 122.5(12) . 3_465 ?
C9A N5A K1A 158.1(13) . . ?
C19 N6A K1 167.6(18) . . ?
C3A C2A C7A 126.7(12) . . ?
C3A C2A N1A 117.7(11) . . ?
C7A C2A N1A 115.3(11) . . ?
C2A C3A C4A 117.7(12) . . ?
C2A C3A C8A 124.7(13) . . ?
C4A C3A C8A 117.6(11) . . ?
C5A C4A C3A 122.7(11) . . ?
C5A C4A C9A 119.3(12) . . ?
C3A C4A C9A 118.0(12) . . ?
C4A C5A C6A 114.7(11) . . ?
C4A C5A C10A 121.5(11) . . ?
C6A C5A C10A 123.8(12) . . ?
N1A C6A C5A 125.9(13) . . ?
N1A C6A C11A 112.4(10) . . ?
C5A C6A C11A 121.6(13) . . ?
C17A C7A C2A 117.4(12) . . ?
C17A C7A C18A 117.6(12) . . ?
C2A C7A C18A 124.9(12) . . ?
N4A C8A C3A 174.6(15) . . ?
N5A C9A C4A 177.9(16) . . ?
C5A C10A H10D 109.5 . . ?
C5A C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
C5A C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
C16A C11A C12A 118.4(13) . . ?
C16A C11A C6A 119.3(11) . . ?
C12A C11A C6A 122.2(11) . . ?
C16A C11A K1A 74.7(8) . 3_565 ?
C12A C11A K1A 100.3(9) . 3_565 ?
C6A C11A K1A 91.8(8) . 3_565 ?
C13A C12A C11A 120.1(14) . . ?
C13A C12A H12A 119.9 . . ?
C11A C12A H12A 119.9 . . ?
C14A C13A C12A 120.1(15) . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C14A C15A 120.8(15) . . ?
C13A C14A H14A 119.6 . . ?
C15A C14A H14A 119.6 . . ?
C14A C15A C16A 119.6(14) . . ?
C14A C15A H15A 120.2 . . ?
C16A C15A H15A 120.2 . . ?
C11A C16A C15A 121.0(13) . . ?
C11A C16A K1A 81.8(8) . 3_565 ?
C15A C16A K1A 98.6(9) . 3_565 ?
C11A C16A H16A 119.5 . . ?
C15A C16A H16A 119.5 . . ?
K1A C16A H16A 89.6 3_565 . ?
N2A C17A C7A 179.1(16) . . ?
N2A C17A K1A 65.3(9) . 3_565 ?
C7A C17A K1A 115.5(9) . 3_565 ?
N3A C18A C7A 178.7(16) . . ?
N6 C19A C20A 174(2) . . ?
C19A C20A H20D 109.5 . . ?
C19A C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C19A C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?

_refine_diff_density_max         1.277
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.120



####################################################################### 
# 
# 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_ss140_na
_database_code_depnum_ccdc_archive 'CCDC 1999388'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2020-04-27 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H10 N5 Na1 O1'
_chemical_formula_sum            'C17 H10 N5 Na1 O1'
_chemical_formula_weight         323.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.6417(5)
_cell_length_b                   6.1755(2)
_cell_length_c                   30.2781(11)
_cell_angle_alpha                90
_cell_angle_beta                 116.722(2)
_cell_angle_gamma                90
_cell_volume                     3113.40(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    7634
_cell_measurement_theta_min      4.5
_cell_measurement_theta_max      65.5

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .26
_exptl_crystal_size_mid          .16
_exptl_crystal_size_min          .15
_exptl_absorpt_coefficient_mu    0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.857

_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            15887
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         4.826
_diffrn_reflns_theta_max         75.269
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3178
_reflns_number_gt                2084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0880P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00065(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3178
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1338
_refine_ls_wR_factor_gt          0.1186
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na1 Na 0.46627(4) 0.23762(13) 0.51251(3) 0.0561(3) Uani 1 1 d . . . . .
O1 O 0.51217(10) -0.0922(3) 0.55581(7) 0.0642(5) Uani 1 1 d . . . . .
N1 N 0.39323(9) 0.8926(3) 0.61735(6) 0.0458(4) Uani 1 1 d . . . . .
N2 N 0.41121(11) 0.4578(3) 0.55429(8) 0.0642(5) Uani 1 1 d . . . . .
N3 N 0.16101(11) 0.4571(3) 0.51996(8) 0.0647(5) Uani 1 1 d . . . . .
N4 N 0.10355(10) 0.9091(3) 0.55390(8) 0.0616(5) Uani 1 1 d . . . . .
N5 N 0.17563(13) 1.3813(4) 0.63868(8) 0.0810(7) Uani 1 1 d . . . . .
C2 C 0.31390(10) 0.8404(3) 0.59235(7) 0.0429(4) Uani 1 1 d . . . . .
C3 C 0.25650(11) 0.9715(3) 0.59802(7) 0.0438(4) Uani 1 1 d . . . . .
C4 C 0.28348(11) 1.1552(3) 0.62846(7) 0.0448(5) Uani 1 1 d . . . . .
C5 C 0.36391(11) 1.2107(3) 0.65308(7) 0.0458(5) Uani 1 1 d . . . . .
C6 C 0.41700(11) 1.0673(3) 0.64595(7) 0.0447(4) Uani 1 1 d . . . . .
C7 C 0.29677(11) 0.6491(3) 0.56318(7) 0.0440(4) Uani 1 1 d . . . . .
C8 C 0.36002(11) 0.5448(3) 0.55853(7) 0.0478(5) Uani 1 1 d . . . . .
C9 C 0.22120(11) 0.5477(3) 0.53889(8) 0.0483(5) Uani 1 1 d . . . . .
C10 C 0.17183(11) 0.9310(3) 0.57325(8) 0.0480(5) Uani 1 1 d . . . . .
C11 C 0.22435(12) 1.2848(4) 0.63468(8) 0.0550(5) Uani 1 1 d . . . . .
C12 C 0.39210(13) 1.4065(4) 0.68584(8) 0.0570(6) Uani 1 1 d . . . . .
H12A H 0.4145 1.5096 0.6717 0.085 Uiso 1 1 calc R U . . .
H12B H 0.4324 1.3644 0.7180 0.085 Uiso 1 1 calc R U . . .
H12C H 0.3475 1.4708 0.6887 0.085 Uiso 1 1 calc R U . . .
C13 C 0.50593(11) 1.0965(3) 0.67441(8) 0.0475(5) Uani 1 1 d . . . . .
C14 C 0.55052(12) 0.9393(4) 0.70854(8) 0.0552(5) Uani 1 1 d . . . . .
H14 H 0.5252 0.8152 0.7119 0.066 Uiso 1 1 calc R U . . .
C15 C 0.63196(13) 0.9653(4) 0.73747(9) 0.0654(6) Uani 1 1 d . . . . .
H15 H 0.6610 0.8609 0.7609 0.078 Uiso 1 1 calc R U . . .
C16 C 0.67026(13) 1.1453(5) 0.73172(9) 0.0668(7) Uani 1 1 d . . . . .
H16 H 0.7252 1.1624 0.7510 0.080 Uiso 1 1 calc R U . . .
C17 C 0.62747(14) 1.2990(5) 0.69759(10) 0.0687(7) Uani 1 1 d . . . . .
H17 H 0.6537 1.4198 0.6935 0.082 Uiso 1 1 calc R U . . .
C18 C 0.54530(13) 1.2769(4) 0.66890(9) 0.0598(6) Uani 1 1 d . . . . .
H18 H 0.5166 1.3831 0.6460 0.072 Uiso 1 1 calc R U . . .
H11 H 0.5578(19) -0.082(5) 0.5856(11) 0.084(9) Uiso 1 1 d . . . . .
H12 H 0.480(3) -0.170(7) 0.5632(15) 0.150(18) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 O1 2.365(2) . ?
Na1 N2 2.381(2) . ?
Na1 N3 2.4380(19) 7_556 ?
Na1 O1 2.449(2) 5_656 ?
Na1 N4 2.5214(19) 3_545 ?
Na1 N4 2.853(2) 7_566 ?
Na1 Na1 3.4097(16) 5_656 ?
Na1 Na1 3.6761(17) 5_666 ?
O1 Na1 2.449(2) 5_656 ?
O1 H11 0.92(3) . ?
O1 H12 0.87(4) . ?
N1 C6 1.329(2) . ?
N1 C2 1.363(2) . ?
N2 C8 1.151(3) . ?
N3 C9 1.150(3) . ?
N3 Na1 2.4381(19) 7_556 ?
N4 C10 1.145(2) . ?
N4 Na1 2.5214(19) 3_455 ?
N4 Na1 2.853(2) 7_566 ?
N5 C11 1.137(3) . ?
C2 C3 1.413(3) . ?
C2 C7 1.422(3) . ?
C3 C4 1.404(3) . ?
C3 C10 1.432(2) . ?
C4 C5 1.384(3) . ?
C4 C11 1.441(3) . ?
C5 C6 1.415(3) . ?
C5 C12 1.501(3) . ?
C6 C13 1.496(3) . ?
C7 C8 1.405(3) . ?
C7 C9 1.409(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.385(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.379(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Na1 N2 109.41(8) . . ?
O1 Na1 N3 80.94(7) . 7_556 ?
N2 Na1 N3 85.53(7) . 7_556 ?
O1 Na1 O1 89.81(7) . 5_656 ?
N2 Na1 O1 158.74(8) . 5_656 ?
N3 Na1 O1 88.75(7) 7_556 5_656 ?
O1 Na1 N4 93.04(7) . 3_545 ?
N2 Na1 N4 94.57(7) . 3_545 ?
N3 Na1 N4 173.62(8) 7_556 3_545 ?
O1 Na1 N4 93.35(7) 5_656 3_545 ?
O1 Na1 N4 170.38(7) . 7_566 ?
N2 Na1 N4 76.63(7) . 7_566 ?
N3 Na1 N4 92.30(7) 7_556 7_566 ?
O1 Na1 N4 83.17(6) 5_656 7_566 ?
N4 Na1 N4 93.93(6) 3_545 7_566 ?
O1 Na1 Na1 45.90(5) . 5_656 ?
N2 Na1 Na1 154.12(8) . 5_656 ?
N3 Na1 Na1 82.83(6) 7_556 5_656 ?
O1 Na1 Na1 43.91(5) 5_656 5_656 ?
N4 Na1 Na1 94.52(5) 3_545 5_656 ?
N4 Na1 Na1 126.75(6) 7_566 5_656 ?
O1 Na1 Na1 143.29(6) . 5_666 ?
N2 Na1 Na1 82.83(6) . 5_666 ?
N3 Na1 Na1 135.46(7) 7_556 5_666 ?
O1 Na1 Na1 87.01(6) 5_656 5_666 ?
N4 Na1 Na1 50.75(5) 3_545 5_666 ?
N4 Na1 Na1 43.18(4) 7_566 5_666 ?
Na1 Na1 Na1 121.23(5) 5_656 5_666 ?
Na1 O1 Na1 90.19(7) . 5_656 ?
Na1 O1 H11 115.4(19) . . ?
Na1 O1 H11 114.8(18) 5_656 . ?
Na1 O1 H12 120(3) . . ?
Na1 O1 H12 114(3) 5_656 . ?
H11 O1 H12 103(3) . . ?
C6 N1 C2 120.99(16) . . ?
C8 N2 Na1 154.47(17) . . ?
C9 N3 Na1 174.6(2) . 7_556 ?
C10 N4 Na1 161.83(18) . 3_455 ?
C10 N4 Na1 108.69(17) . 7_566 ?
Na1 N4 Na1 86.07(6) 3_455 7_566 ?
N1 C2 C3 119.26(17) . . ?
N1 C2 C7 115.22(17) . . ?
C3 C2 C7 125.49(17) . . ?
C4 C3 C2 118.40(16) . . ?
C4 C3 C10 118.02(17) . . ?
C2 C3 C10 123.56(18) . . ?
C5 C4 C3 122.33(18) . . ?
C5 C4 C11 119.93(19) . . ?
C3 C4 C11 117.72(17) . . ?
C4 C5 C6 115.19(18) . . ?
C4 C5 C12 121.85(18) . . ?
C6 C5 C12 122.95(17) . . ?
N1 C6 C5 123.80(16) . . ?
N1 C6 C13 115.57(17) . . ?
C5 C6 C13 120.44(17) . . ?
C8 C7 C9 115.54(18) . . ?
C8 C7 C2 118.59(16) . . ?
C9 C7 C2 125.85(18) . . ?
N2 C8 C7 179.2(2) . . ?
N3 C9 C7 177.2(2) . . ?
N4 C10 C3 176.6(2) . . ?
N5 C11 C4 177.4(3) . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.65(19) . . ?
C18 C13 C6 122.51(19) . . ?
C14 C13 C6 118.82(19) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.7(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 120.0(2) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?

_refine_diff_density_max         0.211
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_ss206_meoh_cs
_database_code_depnum_ccdc_archive 'CCDC 2000760'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;Moscow State University (MSU)
Russia
;
_audit_update_record             
;
2020-05-03 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H12 Cs N5 O'
_chemical_formula_sum            'C18 H12 Cs N5 O'
_chemical_formula_weight         447.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.7457 7.9052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.1276(4)
_cell_length_b                   7.2781(2)
_cell_length_c                   20.5686(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.770(3)
_cell_angle_gamma                90
_cell_volume                     1783.53(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11987
_cell_measurement_theta_min      7.5
_cell_measurement_theta_max      70.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .19
_exptl_crystal_size_mid          .13
_exptl_crystal_size_min          .10
_exptl_absorpt_coefficient_mu    16.326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.382
_exptl_absorpt_correction_T_max  0.776

_exptl_special_details           
;
 ?
;

_diffrn_detector                 Pilatus100K
_diffrn_measurement_device_type  'stadivari pilatus100k'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            12851
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.939
_diffrn_reflns_theta_max         72.814
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3504
_reflns_number_gt                2873
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1020P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3504
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cs1 Cs 1.15098(2) 0.48402(4) 0.31889(2) 0.06218(16) Uani 1 1 d . . . . .
O1 O 0.9013(4) 0.4247(11) 0.3167(3) 0.116(2) Uani 1 1 d . . . . .
N1 N 0.3605(3) 0.7382(5) 0.42314(17) 0.0484(7) Uani 1 1 d . . . . .
N2 N 0.3840(4) 0.6169(7) 0.2688(2) 0.0662(10) Uani 1 1 d . . . . .
N3 N 0.7193(4) 0.5465(7) 0.3793(2) 0.0669(10) Uani 1 1 d . . . . .
N4 N 0.7462(3) 0.6764(6) 0.5372(2) 0.0639(10) Uani 1 1 d . . . . .
N5 N 0.5893(4) 0.8530(7) 0.6672(2) 0.0751(12) Uani 1 1 d . . . . .
C2 C 0.4729(3) 0.7055(6) 0.4359(2) 0.0474(8) Uani 1 1 d . . . . .
C3 C 0.5348(4) 0.7324(6) 0.5011(2) 0.0505(9) Uani 1 1 d . . . . .
C4 C 0.4767(4) 0.7991(6) 0.5494(2) 0.0527(9) Uani 1 1 d . . . . .
C5 C 0.3625(4) 0.8373(6) 0.5357(2) 0.0518(9) Uani 1 1 d . . . . .
C6 C 0.3077(4) 0.7999(6) 0.4703(2) 0.0494(9) Uani 1 1 d . . . . .
C7 C 0.5167(4) 0.6409(6) 0.3804(2) 0.0498(9) Uani 1 1 d . . . . .
C8 C 0.6524(4) 0.6996(6) 0.5192(2) 0.0539(10) Uani 1 1 d . . . . .
C9 C 0.5400(4) 0.8287(7) 0.6151(2) 0.0579(10) Uani 1 1 d . . . . .
C10 C 0.3042(5) 0.9184(8) 0.5866(3) 0.0658(12) Uani 1 1 d . . . . .
H10A H 0.2746 0.8217 0.6100 0.099 Uiso 1 1 calc R U . . .
H10B H 0.2440 0.9956 0.5653 0.099 Uiso 1 1 calc R U . . .
H10C H 0.3565 0.9901 0.6171 0.099 Uiso 1 1 calc R U . . .
C11 C 0.4432(4) 0.6277(6) 0.3189(2) 0.0534(10) Uani 1 1 d . . . . .
C12 C 0.6293(4) 0.5899(7) 0.3812(2) 0.0542(10) Uani 1 1 d . . . . .
C13 C 0.1843(4) 0.8240(6) 0.4476(2) 0.0521(9) Uani 1 1 d . . . . .
C14 C 0.1447(4) 0.9160(7) 0.3892(2) 0.0602(11) Uani 1 1 d . . . . .
H14 H 0.1950 0.9719 0.3665 0.072 Uiso 1 1 calc R U . . .
C15 C 0.0310(4) 0.9258(8) 0.3645(3) 0.0693(12) Uani 1 1 d . . . . .
H15 H 0.0049 0.9901 0.3256 0.083 Uiso 1 1 calc R U . . .
C16 C -0.0435(4) 0.8409(8) 0.3971(3) 0.0722(14) Uani 1 1 d . . . . .
H16 H -0.1200 0.8452 0.3797 0.087 Uiso 1 1 calc R U . . .
C17 C -0.0056(4) 0.7490(8) 0.4555(3) 0.0703(13) Uani 1 1 d . . . . .
H17 H -0.0566 0.6931 0.4778 0.084 Uiso 1 1 calc R U . . .
C18 C 0.1082(4) 0.7398(7) 0.4811(3) 0.0605(11) Uani 1 1 d . . . . .
H18 H 0.1337 0.6776 0.5206 0.073 Uiso 1 1 calc R U . . .
C19 C 0.8337(7) 0.3356(14) 0.2659(4) 0.108(2) Uani 1 1 d . . . . .
H19A H 0.8744 0.3141 0.2308 0.163 Uiso 1 1 calc R U . . .
H19B H 0.7689 0.4097 0.2497 0.163 Uiso 1 1 calc R U . . .
H19C H 0.8104 0.2202 0.2814 0.163 Uiso 1 1 calc R U . . .
H1 H 0.850(12) 0.475(14) 0.339(7) 0.16(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cs1 O1 3.051(5) . ?
Cs1 N2 3.207(5) 2_645 ?
Cs1 N4 3.209(4) 3_766 ?
Cs1 N5 3.291(5) 4_675 ?
Cs1 N2 3.327(4) 1_655 ?
Cs1 C14 3.468(5) 1_655 ?
Cs1 N1 3.527(3) 1_655 ?
Cs1 C13 3.591(4) 1_655 ?
Cs1 C11 3.695(4) 1_655 ?
Cs1 C15 3.721(6) 1_655 ?
Cs1 C11 3.853(5) 2_645 ?
Cs1 Cs1 5.4394(5) 2_745 ?
O1 C19 1.365(9) . ?
O1 H1 0.91(14) . ?
N1 C6 1.335(5) . ?
N1 C2 1.360(5) . ?
N1 Cs1 3.527(3) 1_455 ?
N2 C11 1.143(6) . ?
N2 Cs1 3.207(5) 2_655 ?
N2 Cs1 3.327(4) 1_455 ?
N3 C12 1.144(6) . ?
N4 C8 1.141(6) . ?
N4 Cs1 3.209(4) 3_766 ?
N5 C9 1.140(6) . ?
N5 Cs1 3.291(5) 4_576 ?
C2 C3 1.422(6) . ?
C2 C7 1.427(6) . ?
C3 C4 1.407(6) . ?
C3 C8 1.425(6) . ?
C4 C5 1.389(7) . ?
C4 C9 1.440(6) . ?
C5 C6 1.412(6) . ?
C5 C10 1.489(6) . ?
C6 C13 1.492(6) . ?
C7 C11 1.408(6) . ?
C7 C12 1.412(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 Cs1 3.695(4) 1_455 ?
C11 Cs1 3.853(5) 2_655 ?
C13 C14 1.381(7) . ?
C13 C18 1.393(6) . ?
C13 Cs1 3.591(4) 1_455 ?
C14 C15 1.380(7) . ?
C14 Cs1 3.468(5) 1_455 ?
C14 H14 0.9300 . ?
C15 C16 1.369(8) . ?
C15 Cs1 3.721(6) 1_455 ?
C15 H15 0.9300 . ?
C16 C17 1.377(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(7) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cs1 N2 81.21(14) . 2_645 ?
O1 Cs1 N4 100.14(17) . 3_766 ?
N2 Cs1 N4 101.74(11) 2_645 3_766 ?
O1 Cs1 N5 89.29(17) . 4_675 ?
N2 Cs1 N5 77.54(12) 2_645 4_675 ?
N4 Cs1 N5 170.36(12) 3_766 4_675 ?
O1 Cs1 N2 159.16(17) . 1_655 ?
N2 Cs1 N2 95.66(8) 2_645 1_655 ?
N4 Cs1 N2 100.67(11) 3_766 1_655 ?
N5 Cs1 N2 69.97(12) 4_675 1_655 ?
O1 Cs1 C14 92.03(15) . 1_655 ?
N2 Cs1 C14 168.25(12) 2_645 1_655 ?
N4 Cs1 C14 88.86(12) 3_766 1_655 ?
N5 Cs1 C14 92.87(12) 4_675 1_655 ?
N2 Cs1 C14 87.23(11) 1_655 1_655 ?
O1 Cs1 N1 133.13(12) . 1_655 ?
N2 Cs1 N1 141.57(10) 2_645 1_655 ?
N4 Cs1 N1 61.22(10) 3_766 1_655 ?
N5 Cs1 N1 113.43(11) 4_675 1_655 ?
N2 Cs1 N1 58.58(9) 1_655 1_655 ?
C14 Cs1 N1 48.72(10) 1_655 1_655 ?
O1 Cs1 C13 94.77(13) . 1_655 ?
N2 Cs1 C13 166.78(11) 2_645 1_655 ?
N4 Cs1 C13 66.41(11) 3_766 1_655 ?
N5 Cs1 C13 115.16(11) 4_675 1_655 ?
N2 Cs1 C13 92.46(11) 1_655 1_655 ?
C14 Cs1 C13 22.47(11) 1_655 1_655 ?
N1 Cs1 C13 38.87(9) 1_655 1_655 ?
O1 Cs1 C11 171.65(17) . 1_655 ?
N2 Cs1 C11 105.16(11) 2_645 1_655 ?
N4 Cs1 C11 84.01(10) 3_766 1_655 ?
N5 Cs1 C11 86.90(11) 4_675 1_655 ?
N2 Cs1 C11 17.75(9) 1_655 1_655 ?
C14 Cs1 C11 80.76(10) 1_655 1_655 ?
N1 Cs1 C11 43.09(9) 1_655 1_655 ?
C13 Cs1 C11 80.18(10) 1_655 1_655 ?
O1 Cs1 C15 72.07(16) . 1_655 ?
N2 Cs1 C15 147.65(12) 2_645 1_655 ?
N4 Cs1 C15 100.66(12) 3_766 1_655 ?
N5 Cs1 C15 84.10(12) 4_675 1_655 ?
N2 Cs1 C15 102.80(12) 1_655 1_655 ?
C14 Cs1 C15 21.77(11) 1_655 1_655 ?
N1 Cs1 C15 70.42(10) 1_655 1_655 ?
C13 Cs1 C15 38.21(11) 1_655 1_655 ?
C11 Cs1 C15 100.13(11) 1_655 1_655 ?
O1 Cs1 C11 74.73(12) . 2_645 ?
N2 Cs1 C11 15.41(10) 2_645 2_645 ?
N4 Cs1 C11 116.36(11) 3_766 2_645 ?
N5 Cs1 C11 64.01(11) 4_675 2_645 ?
N2 Cs1 C11 96.91(10) 1_655 2_645 ?
C14 Cs1 C11 152.92(11) 1_655 2_645 ?
N1 Cs1 C11 151.75(9) 1_655 2_645 ?
C13 Cs1 C11 169.38(10) 1_655 2_645 ?
C11 Cs1 C11 110.05(8) 1_655 2_645 ?
C15 Cs1 C11 133.68(11) 1_655 2_645 ?
O1 Cs1 Cs1 115.54(12) . 2_745 ?
N2 Cs1 Cs1 34.35(8) 2_645 2_745 ?
N4 Cs1 Cs1 95.95(8) 3_766 2_745 ?
N5 Cs1 Cs1 77.96(9) 4_675 2_745 ?
N2 Cs1 Cs1 63.25(8) 1_655 2_745 ?
C14 Cs1 Cs1 150.49(8) 1_655 2_745 ?
N1 Cs1 Cs1 109.24(6) 1_655 2_745 ?
C13 Cs1 Cs1 147.71(7) 1_655 2_745 ?
C11 Cs1 Cs1 70.87(7) 1_655 2_745 ?
C15 Cs1 Cs1 160.22(9) 1_655 2_745 ?
C11 Cs1 Cs1 42.76(7) 2_645 2_745 ?
C19 O1 Cs1 122.1(4) . . ?
C19 O1 H1 102(8) . . ?
Cs1 O1 H1 135(8) . . ?
C6 N1 C2 121.2(4) . . ?
C6 N1 Cs1 103.2(2) . 1_455 ?
C2 N1 Cs1 127.4(3) . 1_455 ?
C11 N2 Cs1 116.4(4) . 2_655 ?
C11 N2 Cs1 99.7(3) . 1_455 ?
Cs1 N2 Cs1 112.69(13) 2_655 1_455 ?
C8 N4 Cs1 123.0(4) . 3_766 ?
C9 N5 Cs1 159.1(4) . 4_576 ?
N1 C2 C3 119.5(4) . . ?
N1 C2 C7 114.4(4) . . ?
C3 C2 C7 126.1(4) . . ?
C4 C3 C2 117.8(4) . . ?
C4 C3 C8 118.8(4) . . ?
C2 C3 C8 123.4(4) . . ?
C5 C4 C3 122.6(4) . . ?
C5 C4 C9 119.7(4) . . ?
C3 C4 C9 117.7(4) . . ?
C4 C5 C6 115.3(4) . . ?
C4 C5 C10 121.6(4) . . ?
C6 C5 C10 123.0(4) . . ?
N1 C6 C5 123.6(4) . . ?
N1 C6 C13 113.7(4) . . ?
C5 C6 C13 122.7(4) . . ?
C11 C7 C12 116.2(4) . . ?
C11 C7 C2 118.3(4) . . ?
C12 C7 C2 125.5(4) . . ?
N4 C8 C3 176.2(5) . . ?
N5 C9 C4 179.4(6) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C7 179.7(5) . . ?
N2 C11 Cs1 62.5(3) . 1_455 ?
C7 C11 Cs1 117.7(3) . 1_455 ?
N2 C11 Cs1 48.2(3) . 2_655 ?
C7 C11 Cs1 131.7(3) . 2_655 ?
Cs1 C11 Cs1 92.18(10) 1_455 2_655 ?
N3 C12 C7 177.3(5) . . ?
C14 C13 C18 119.3(4) . . ?
C14 C13 C6 119.6(4) . . ?
C18 C13 C6 120.8(4) . . ?
C14 C13 Cs1 73.8(3) . 1_455 ?
C18 C13 Cs1 93.9(3) . 1_455 ?
C6 C13 Cs1 96.7(2) . 1_455 ?
C13 C14 C15 120.5(5) . . ?
C13 C14 Cs1 83.8(3) . 1_455 ?
C15 C14 Cs1 89.5(3) . 1_455 ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
Cs1 C14 H14 96.8 1_455 . ?
C16 C15 C14 120.1(5) . . ?
C16 C15 Cs1 93.3(4) . 1_455 ?
C14 C15 Cs1 68.7(3) . 1_455 ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
Cs1 C15 H15 107.7 1_455 . ?
C15 C16 C17 120.2(5) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 120.2(5) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 119.8(5) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_refine_diff_density_max         2.089
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.137



