# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_C128
_database_code_depnum_ccdc_archive 'CCDC 1920000'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'Above 360 deg.C'
_chemical_formula_moiety         'C18 H13 N2, Br'
_chemical_formula_sum            'C18 H13 Br N2'
_chemical_formula_weight         337.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_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                   7.0000(3)
_cell_length_b                   10.6452(5)
_cell_length_c                   18.2521(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.6140(10)
_cell_angle_gamma                90.00
_cell_volume                     1344.74(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2254
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    3.050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.656
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   'APEX2 (Bruker, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 DUO CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16335
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         28.99
_reflns_number_total             3581
_reflns_number_gt                3033
_reflns_threshold_expression     I>2/s(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_structure_refinement  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_molecular_graphics    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_publication_material  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0369P)²+0.5541P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3581
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0645
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.44189(3) 0.423114(16) 0.125939(10) 0.01722(7) Uani 1 1 d . . .
N1 N 0.3116(2) 0.20050(14) -0.02452(8) 0.0134(3) Uani 1 1 d . . .
H1N H 0.3496 0.2082 0.0256 0.016 Uiso 1 1 d R . .
N2 N 0.3555(2) 0.09080(14) 0.10952(8) 0.0136(3) Uani 1 1 d . . .
C1 C 0.1820(2) -0.13257(16) -0.03657(9) 0.0121(3) Uani 1 1 d . . .
C2 C 0.2449(2) -0.01976(16) -0.00320(9) 0.0113(3) Uani 1 1 d . . .
C3 C 0.2500(2) 0.08518(16) -0.05183(10) 0.0117(3) Uani 1 1 d . . .
C4 C 0.3198(3) 0.30147(17) -0.06718(10) 0.0159(3) Uani 1 1 d . . .
H4A H 0.3658 0.3790 -0.0456 0.019 Uiso 1 1 calc R . .
C5 C 0.2609(3) 0.29345(18) -0.14352(10) 0.0183(4) Uani 1 1 d . . .
H5A H 0.2649 0.3654 -0.1740 0.022 Uiso 1 1 calc R . .
C6 C 0.1965(3) 0.17950(18) -0.17422(10) 0.0162(4) Uani 1 1 d . . .
H6A H 0.1559 0.1736 -0.2261 0.019 Uiso 1 1 calc R . .
C7 C 0.1905(2) 0.07192(16) -0.12942(10) 0.0131(3) Uani 1 1 d . . .
C8 C 0.1250(2) -0.04750(17) -0.16024(10) 0.0147(3) Uani 1 1 d . . .
H8A H 0.0843 -0.0563 -0.2120 0.018 Uiso 1 1 calc R . .
C9 C 0.1222(2) -0.14822(17) -0.11403(10) 0.0134(3) Uani 1 1 d . . .
C10 C 0.0607(3) -0.28329(17) -0.12847(10) 0.0170(4) Uani 1 1 d . . .
H10A H 0.1370 -0.3230 -0.1637 0.020 Uiso 1 1 calc R . .
H10B H -0.0781 -0.2879 -0.1494 0.020 Uiso 1 1 calc R . .
C11 C 0.0992(3) -0.34990(17) -0.05170(10) 0.0175(4) Uani 1 1 d . . .
H11A H -0.0205 -0.3893 -0.0397 0.021 Uiso 1 1 calc R . .
H11B H 0.1995 -0.4155 -0.0514 0.021 Uiso 1 1 calc R . .
C12 C 0.1673(2) -0.24687(16) 0.00303(10) 0.0134(3) Uani 1 1 d . . .
C13 C 0.2150(2) -0.24715(16) 0.07822(10) 0.0142(3) Uani 1 1 d . . .
H13A H 0.2072 -0.3225 0.1055 0.017 Uiso 1 1 calc R . .
C14 C 0.2772(2) -0.13253(17) 0.11589(10) 0.0132(3) Uani 1 1 d . . .
C15 C 0.3199(3) -0.12486(18) 0.19380(10) 0.0170(4) Uani 1 1 d . . .
H15A H 0.3094 -0.1975 0.2231 0.020 Uiso 1 1 calc R . .
C16 C 0.3767(3) -0.01227(18) 0.22749(10) 0.0175(4) Uani 1 1 d . . .
H16A H 0.4030 -0.0061 0.2800 0.021 Uiso 1 1 calc R . .
C17 C 0.3951(3) 0.09309(17) 0.18279(10) 0.0163(4) Uani 1 1 d . . .
H17A H 0.4381 0.1698 0.2063 0.020 Uiso 1 1 calc R . .
C18 C 0.2953(2) -0.01913(16) 0.07596(9) 0.0119(3) Uani 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
N1 C4 1.333(2) . ?
N1 C3 1.370(2) . ?
N1 H1N 0.9180 . ?
N2 C17 1.325(2) . ?
N2 C18 1.358(2) . ?
C1 C2 1.388(2) . ?
C1 C9 1.423(2) . ?
C1 C12 1.427(2) . ?
C2 C3 1.431(2) . ?
C2 C18 1.435(2) . ?
C3 C7 1.422(2) . ?
C4 C5 1.395(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.383(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.411(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.437(2) . ?
C8 C9 1.366(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.513(2) . ?
C10 C11 1.558(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.512(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.363(2) . ?
C13 C14 1.436(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.411(2) . ?
C14 C18 1.426(2) . ?
C15 C16 1.378(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.404(3) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9500 . ?

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
C4 N1 C3 123.26(16) . . ?
C4 N1 H1N 118.6 . . ?
C3 N1 H1N 118.1 . . ?
C17 N2 C18 118.36(15) . . ?
C2 C1 C9 124.35(16) . . ?
C2 C1 C12 123.89(16) . . ?
C9 C1 C12 111.76(15) . . ?
C1 C2 C3 116.04(15) . . ?
C1 C2 C18 117.38(16) . . ?
C3 C2 C18 126.57(16) . . ?
N1 C3 C7 118.73(15) . . ?
N1 C3 C2 120.64(15) . . ?
C7 C3 C2 120.63(15) . . ?
N1 C4 C5 120.11(17) . . ?
N1 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 119.21(17) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C5 C6 C7 120.87(17) . . ?
C5 C6 H6A 119.6 . . ?
C7 C6 H6A 119.6 . . ?
C6 C7 C3 117.82(16) . . ?
C6 C7 C8 121.77(16) . . ?
C3 C7 C8 120.42(16) . . ?
C9 C8 C7 119.08(16) . . ?
C9 C8 H8A 120.5 . . ?
C7 C8 H8A 120.5 . . ?
C8 C9 C1 119.48(16) . . ?
C8 C9 C10 131.95(17) . . ?
C1 C9 C10 108.56(15) . . ?
C9 C10 C11 105.64(14) . . ?
C9 C10 H10A 110.6 . . ?
C11 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
C11 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
C12 C11 C10 105.02(14) . . ?
C12 C11 H11A 110.7 . . ?
C10 C11 H11A 110.7 . . ?
C12 C11 H11B 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
C13 C12 C1 119.12(16) . . ?
C13 C12 C11 132.01(16) . . ?
C1 C12 C11 108.87(15) . . ?
C12 C13 C14 119.43(16) . . ?
C12 C13 H13A 120.3 . . ?
C14 C13 H13A 120.3 . . ?
C15 C14 C18 116.40(16) . . ?
C15 C14 C13 122.35(16) . . ?
C18 C14 C13 121.24(16) . . ?
C16 C15 C14 120.22(17) . . ?
C16 C15 H15A 119.9 . . ?
C14 C15 H15A 119.9 . . ?
C15 C16 C17 118.74(17) . . ?
C15 C16 H16A 120.6 . . ?
C17 C16 H16A 120.6 . . ?
N2 C17 C16 123.25(17) . . ?
N2 C17 H17A 118.4 . . ?
C16 C17 H17A 118.4 . . ?
N2 C18 C14 122.98(16) . . ?
N2 C18 C2 118.09(15) . . ?
C14 C18 C2 118.92(16) . . ?

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
C9 C1 C2 C3 -0.8(2) . . . . ?
C12 C1 C2 C3 -179.95(15) . . . . ?
C9 C1 C2 C18 178.34(16) . . . . ?
C12 C1 C2 C18 -0.9(2) . . . . ?
C4 N1 C3 C7 -0.4(2) . . . . ?
C4 N1 C3 C2 179.86(15) . . . . ?
C1 C2 C3 N1 -179.40(15) . . . . ?
C18 C2 C3 N1 1.6(3) . . . . ?
C1 C2 C3 C7 0.9(2) . . . . ?
C18 C2 C3 C7 -178.12(15) . . . . ?
C3 N1 C4 C5 1.1(3) . . . . ?
N1 C4 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C3 0.9(3) . . . . ?
C5 C6 C7 C8 -179.70(17) . . . . ?
N1 C3 C7 C6 -0.6(2) . . . . ?
C2 C3 C7 C6 179.16(15) . . . . ?
N1 C3 C7 C8 179.96(16) . . . . ?
C2 C3 C7 C8 -0.3(2) . . . . ?
C6 C7 C8 C9 -179.90(16) . . . . ?
C3 C7 C8 C9 -0.5(3) . . . . ?
C7 C8 C9 C1 0.6(3) . . . . ?
C7 C8 C9 C10 179.21(17) . . . . ?
C2 C1 C9 C8 0.0(3) . . . . ?
C12 C1 C9 C8 179.29(15) . . . . ?
C2 C1 C9 C10 -178.89(16) . . . . ?
C12 C1 C9 C10 0.4(2) . . . . ?
C8 C9 C10 C11 178.58(18) . . . . ?
C1 C9 C10 C11 -2.70(19) . . . . ?
C9 C10 C11 C12 3.85(19) . . . . ?
C2 C1 C12 C13 0.8(3) . . . . ?
C9 C1 C12 C13 -178.47(15) . . . . ?
C2 C1 C12 C11 -178.51(15) . . . . ?
C9 C1 C12 C11 2.2(2) . . . . ?
C10 C11 C12 C13 177.05(18) . . . . ?
C10 C11 C12 C1 -3.74(19) . . . . ?
C1 C12 C13 C14 0.5(2) . . . . ?
C11 C12 C13 C14 179.67(18) . . . . ?
C12 C13 C14 C15 176.94(16) . . . . ?
C12 C13 C14 C18 -1.8(3) . . . . ?
C18 C14 C15 C16 -0.4(3) . . . . ?
C13 C14 C15 C16 -179.18(17) . . . . ?
C14 C15 C16 C17 -1.4(3) . . . . ?
C18 N2 C17 C16 -0.4(3) . . . . ?
C15 C16 C17 N2 1.9(3) . . . . ?
C17 N2 C18 C14 -1.5(2) . . . . ?
C17 N2 C18 C2 177.48(16) . . . . ?
C15 C14 C18 N2 1.9(2) . . . . ?
C13 C14 C18 N2 -179.30(16) . . . . ?
C15 C14 C18 C2 -177.08(15) . . . . ?
C13 C14 C18 C2 1.7(2) . . . . ?
C1 C2 C18 N2 -179.43(15) . . . . ?
C3 C2 C18 N2 -0.5(3) . . . . ?
C1 C2 C18 C14 -0.4(2) . . . . ?
C3 C2 C18 C14 178.56(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1N N2 1_555 0.92 1.97 2.687(2) 133 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.077
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Aqueous acetonitrile'
_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_yufu_spbu-1
_database_code_depnum_ccdc_archive 'CCDC 1920004'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;
_audit_creation_date             2019-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
'2,4,9,11-Tetraphenylquinazolino[7,8-h]quinazolinium perchlorate'
_chemical_formula_moiety         'Cl O4, C38 H25 N4'
_chemical_formula_sum            'C38 H25 Cl N4 O4'
_chemical_formula_weight         637.07
_chemical_absolute_configuration unk
_chemical_melting_point          'Decomp. above 250 deg.C'
_chemical_oxdiff_formula         'C38 H25 Cl O4 N4'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.50014(11)
_cell_length_b                   16.7058(2)
_cell_length_c                   22.9329(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2873.40(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19081
_cell_measurement_temperature    100.03(10)
_cell_measurement_theta_max      75.9770
_cell_measurement_theta_min      3.8360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0900
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            39372
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.218
_diffrn_reflns_theta_min         3.273
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -115.00  -15.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -38.0000 -120.0000 100

#__ type_ start__ end____ width___ exp.time_
  2 omega  -44.00  -19.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   19.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -120.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   91.00  125.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       40.3787 -178.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   89.00  120.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000   30.0000 31

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   61.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   77.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   75.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -120.0000 40

#__ type_ start__ end____ width___ exp.time_
  9 omega   41.00   71.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 30

#__ type_ start__ end____ width___ exp.time_
 10 omega   81.00  143.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
 11 omega   69.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  150.0000 38

#__ type_ start__ end____ width___ exp.time_
 12 omega   31.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
 13 omega  111.00  176.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000   60.0000 65

#__ type_ start__ end____ width___ exp.time_
 14 omega   80.00  143.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -15.0000  -30.0000 63

#__ type_ start__ end____ width___ exp.time_
 15 omega -115.00  -90.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787 -131.0000  175.0000 25

#__ type_ start__ end____ width___ exp.time_
 16 omega -103.00  -77.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787 -133.0000  -93.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega   58.00  122.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       40.3787  178.0000  150.0000 64

#__ type_ start__ end____ width___ exp.time_
 18 omega   48.00   75.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 19 omega   49.00   80.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -60.0000 31

#__ type_ start__ end____ width___ exp.time_
 20 omega   48.00   74.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 21 omega   61.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  150.0000 27

#__ type_ start__ end____ width___ exp.time_
 22 omega   52.00   78.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   89.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 24 omega   91.00  146.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000    0.0000 55

#__ type_ start__ end____ width___ exp.time_
 25 omega   80.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 26 omega   47.00   90.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -180.0000 43

#__ type_ start__ end____ width___ exp.time_
 27 omega  105.00  131.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 28 omega   62.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 29 omega   81.00  128.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -15.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
 30 omega -113.00  -13.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
 31 omega  -44.00  -11.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000 -180.0000 33

#__ type_ start__ end____ width___ exp.time_
 32 omega -113.00  -11.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000    0.0000 102

#__ type_ start__ end____ width___ exp.time_
 33 omega -129.00  -40.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  178.0000   30.0000 89

#__ type_ start__ end____ width___ exp.time_
 34 omega  -94.00  -50.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000 -180.0000 44

#__ type_ start__ end____ width___ exp.time_
 35 omega   57.00  130.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       40.3787  178.0000   60.0000 73

#__ type_ start__ end____ width___ exp.time_
 36 omega    4.00   29.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       40.3787   86.0000   52.8512 25

#__ type_ start__ end____ width___ exp.time_
 37 omega    1.00   26.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       40.3787   93.0000  -85.4236 25

#__ type_ start__ end____ width___ exp.time_
 38 omega    7.00   32.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   88.0000 -178.6407 25

#__ type_ start__ end____ width___ exp.time_
 39 omega   22.00   47.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   78.0000 -125.6501 25

#__ type_ start__ end____ width___ exp.time_
 40 omega   26.00   52.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   77.0000  -82.3753 26

#__ type_ start__ end____ width___ exp.time_
 41 omega   26.00   52.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   77.0000  -30.0270 26

#__ type_ start__ end____ width___ exp.time_
 42 omega  101.00  127.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000 -169.1533 26

#__ type_ start__ end____ width___ exp.time_
 43 omega  106.00  143.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  -12.0284 37

#__ type_ start__ end____ width___ exp.time_
 44 omega   31.00   57.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000 -169.1533 26

#__ type_ start__ end____ width___ exp.time_
 45 omega   30.00   56.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  101.9631 26

#__ type_ start__ end____ width___ exp.time_
 46 omega   31.00   57.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000  143.3234 26

#__ type_ start__ end____ width___ exp.time_
 47 omega   97.00  123.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000   71.1952 26

#__ type_ start__ end____ width___ exp.time_
 48 omega   31.00   57.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000   71.1952 26

#__ type_ start__ end____ width___ exp.time_
 49 omega   31.00   57.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  -12.0284 26

#__ type_ start__ end____ width___ exp.time_
 50 omega   30.00   57.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   26.9756 27

#__ type_ start__ end____ width___ exp.time_
 51 omega   41.00   66.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   70.0000 -136.2288 25

#__ type_ start__ end____ width___ exp.time_
 52 omega   41.00   77.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   62.0000    7.4926 36

#__ type_ start__ end____ width___ exp.time_
 53 omega   82.00  122.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000  132.9034 40

#__ type_ start__ end____ width___ exp.time_
 54 omega   44.00   79.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000  132.9034 35

#__ type_ start__ end____ width___ exp.time_
 55 omega   42.00   67.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   77.0000 -116.1905 25

#__ type_ start__ end____ width___ exp.time_
 56 omega   43.00   69.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   72.0000  104.7457 26

#__ type_ start__ end____ width___ exp.time_
 57 omega   47.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   74.0000  -85.9555 26

#__ type_ start__ end____ width___ exp.time_
 58 omega   50.00   81.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   66.0000  -53.8640 31

#__ type_ start__ end____ width___ exp.time_
 59 omega   51.00   77.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   75.0000  177.6134 26

#__ type_ start__ end____ width___ exp.time_
 60 omega   53.00   80.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       84.0000   65.0000   75.2261 27

#__ type_ start__ end____ width___ exp.time_
 61 omega   55.00   84.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       88.0000   72.0000 -159.9117 29

#__ type_ start__ end____ width___ exp.time_
 62 omega   66.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   61.0000 -121.8366 26

#__ type_ start__ end____ width___ exp.time_
 63 omega   63.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   76.0000   49.4733 26

#__ type_ start__ end____ width___ exp.time_
 64 omega  138.00  165.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   77.0000    8.9710 27

#__ type_ start__ end____ width___ exp.time_
 65 omega   62.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   77.0000    8.9710 26

#__ type_ start__ end____ width___ exp.time_
 66 omega   66.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   60.0000  -28.0969 27

#__ type_ start__ end____ width___ exp.time_
 67 omega   66.00  119.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       96.0000   60.0000   52.3654 53

#__ type_ start__ end____ width___ exp.time_
 68 omega   72.00  112.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      104.0000   70.0000  153.6152 40

#__ type_ start__ end____ width___ exp.time_
 69 omega   76.00  101.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   74.0000  172.7644 25

#__ type_ start__ end____ width___ exp.time_
 70 omega   85.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
 71 omega   79.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  -90.0000 30

#__ type_ start__ end____ width___ exp.time_
 72 omega   82.00  141.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   64.0000  -31.5459 59

#__ type_ start__ end____ width___ exp.time_
 73 omega  147.00  173.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 74 omega   79.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   90.0000 35

#__ type_ start__ end____ width___ exp.time_
 75 omega   79.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 76 omega   79.00  130.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 51

#__ type_ start__ end____ width___ exp.time_
 77 omega  122.00  136.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000    0.0000 14
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0032612000
_diffrn_orient_matrix_UB_12      -0.0798895000
_diffrn_orient_matrix_UB_13      0.0335283000
_diffrn_orient_matrix_UB_21      -0.0047265000
_diffrn_orient_matrix_UB_22      -0.0460385000
_diffrn_orient_matrix_UB_23      -0.0582096000
_diffrn_orient_matrix_UB_31      0.2052724000
_diffrn_orient_matrix_UB_32      -0.0023658000
_diffrn_orient_matrix_UB_33      -0.0008156000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                5619
_reflns_number_total             5985
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     75.12
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.404(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         5985
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.3027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1055
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.596(16)
 0.404(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Others
 Sof(O1)=Sof(O1AA)=Sof(O2AA)=Sof(O0AA)=1-FVAR(1)
 Sof(O2)=Sof(O3)=Sof(O4)=Sof(O20)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C9(H9), N10(H10), C13(H13), C14(H14), C16(H16), C19(H19),
 C1H(H1H), C1I(H1I), C1J(H1J), C1K(H1K), C1M(H1M), C1O(H1O), C1P(H1P), C1Q(H1Q),
  C1R(H1R), C1U(H1U), C1V(H1V), C1W(H1W), C1A(H1A), C1S(H1S), C1X(H1X),
 C1Y(H1Y), C1Z(H1Z)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.23401(8) 0.70003(3) 0.22533(2) 0.01952(16) Uani 1 1 d . . . . .
O2 O 0.1124(4) 0.64461(16) 0.19955(13) 0.0393(7) Uani 0.809(4) 1 d . . P A 1
O3 O 0.3558(4) 0.65715(16) 0.26342(10) 0.0335(7) Uani 0.809(4) 1 d . . P A 1
O4 O 0.1427(4) 0.75981(16) 0.25707(12) 0.0387(7) Uani 0.809(4) 1 d . . P A 1
C5 C 0.6762(4) 0.40503(15) 0.39646(11) 0.0235(6) Uani 1 1 d . . . . .
H5 H 0.6651 0.3498 0.4003 0.028 Uiso 1 1 calc R . . . .
C6 C 0.7589(4) 0.53455(14) 0.10850(10) 0.0194(5) Uani 1 1 d . . . . .
H6 H 0.7953 0.5650 0.0767 0.023 Uiso 1 1 calc R . . . .
C7 C 0.7370(4) 0.77932(14) 0.11291(9) 0.0157(5) Uani 1 1 d . . . . .
N8 N 0.7206(3) 0.70021(11) 0.11209(8) 0.0162(4) Uani 1 1 d . . . . .
C9 C 0.6508(4) 0.44348(15) 0.20348(11) 0.0225(5) Uani 1 1 d . . . . .
H9 H 0.6157 0.4127 0.2353 0.027 Uiso 1 1 calc R . . . .
N10 N 0.7284(3) 0.69803(11) 0.21387(8) 0.0145(4) Uani 1 1 d . . . . .
H10 H 0.7284 0.6700 0.2453 0.017 Uiso 1 1 calc R . . . .
C11 C 0.7430(4) 0.82379(13) 0.16576(9) 0.0159(5) Uani 1 1 d . . . . .
N12 N 0.7372(3) 0.69395(11) 0.32961(8) 0.0160(4) Uani 1 1 d . . . . .
C13 C 0.7856(4) 0.51977(14) 0.34383(10) 0.0186(5) Uani 1 1 d . . . . .
H13 H 0.8484 0.5412 0.3125 0.022 Uiso 1 1 calc R . . . .
C14 C 0.7691(4) 0.43708(14) 0.34961(11) 0.0219(5) Uani 1 1 d . . . . .
H14 H 0.8204 0.4033 0.3221 0.026 Uiso 1 1 calc R . . . .
C15 C 0.7595(3) 0.81732(14) 0.27384(9) 0.0153(5) Uani 1 1 d . . . . .
C16 C 0.7064(4) 0.40653(14) 0.15256(11) 0.0235(6) Uani 1 1 d . . . . .
H16 H 0.7089 0.3510 0.1504 0.028 Uiso 1 1 calc R . . . .
C17 C 0.7566(4) 0.77532(13) 0.32884(9) 0.0150(5) Uani 1 1 d . . . . .
C18 C 0.7805(3) 0.90144(14) 0.27411(9) 0.0167(5) Uani 1 1 d . . . . .
C19 C 0.7495(4) 0.90919(13) 0.16885(9) 0.0168(5) Uani 1 1 d . . . . .
H19 H 0.7398 0.9395 0.1350 0.020 Uiso 1 1 calc R . . . .
C1B C 0.7146(4) 0.66045(13) 0.16277(10) 0.0153(5) Uani 1 1 d . . . . .
C1C C 0.7674(4) 0.81985(14) 0.38139(9) 0.0161(5) Uani 1 1 d . . . . .
C1D C 0.7441(4) 0.77568(14) 0.43416(10) 0.0169(5) Uani 1 1 d . . . . .
N1E N 0.7266(3) 0.69675(11) 0.43357(8) 0.0176(4) Uani 1 1 d . . . . .
C1F C 0.7276(4) 0.65889(13) 0.38150(10) 0.0161(5) Uani 1 1 d . . . . .
C1G C 0.7049(3) 0.57251(13) 0.16002(10) 0.0160(5) Uani 1 1 d . . . . .
C1H C 0.7698(4) 0.94603(13) 0.22105(10) 0.0180(5) Uani 1 1 d . . . . .
H1H H 0.7769 1.0016 0.2224 0.022 Uiso 1 1 calc R . . . .
C1I C 0.8083(4) 0.94282(14) 0.32756(10) 0.0181(5) Uani 1 1 d . . . . .
H1I H 0.8305 0.9976 0.3270 0.022 Uiso 1 1 calc R . . . .
C1J C 0.8031(3) 0.90369(14) 0.37915(10) 0.0182(5) Uani 1 1 d . . . . .
H1J H 0.8229 0.9317 0.4136 0.022 Uiso 1 1 calc R . . . .
C1K C 0.7994(4) 0.77413(14) 0.54100(10) 0.0191(5) Uani 1 1 d . . . . .
H1K H 0.8605 0.7262 0.5362 0.023 Uiso 1 1 calc R . . . .
C1L C 0.7280(4) 0.81357(13) 0.49234(10) 0.0166(5) Uani 1 1 d . . . . .
C1M C 0.6463(4) 0.78750(14) 0.00906(10) 0.0193(5) Uani 1 1 d . . . . .
H1M H 0.5624 0.7478 0.0165 0.023 Uiso 1 1 calc R . . . .
C1N C 0.7537(4) 0.81649(13) 0.05439(9) 0.0169(5) Uani 1 1 d . . . . .
C1O C 0.6314(4) 0.88446(14) 0.50084(10) 0.0171(5) Uani 1 1 d . . . . .
H1O H 0.5823 0.9111 0.4690 0.021 Uiso 1 1 calc R . . . .
C1P C 0.6648(4) 0.81789(15) -0.04684(10) 0.0226(6) Uani 1 1 d . . . . .
H1P H 0.5911 0.7994 -0.0766 0.027 Uiso 1 1 calc R . . . .
C1Q C 0.6150(4) 0.53771(14) 0.43205(10) 0.0199(5) Uani 1 1 d . . . . .
H1Q H 0.5633 0.5712 0.4597 0.024 Uiso 1 1 calc R . . . .
C1R C 0.6833(4) 0.87649(15) 0.60447(10) 0.0211(6) Uani 1 1 d . . . . .
H1R H 0.6691 0.8976 0.6417 0.025 Uiso 1 1 calc R . . . .
C1T C 0.7077(4) 0.57040(14) 0.38511(10) 0.0181(5) Uani 1 1 d . . . . .
C1U C 0.7791(4) 0.80636(14) 0.59635(10) 0.0199(5) Uani 1 1 d . . . . .
H1U H 0.8302 0.7808 0.6283 0.024 Uiso 1 1 calc R . . . .
C1V C 0.6087(4) 0.91506(14) 0.55682(11) 0.0203(5) Uani 1 1 d . . . . .
H1V H 0.5430 0.9617 0.5623 0.024 Uiso 1 1 calc R . . . .
C1W C 0.5997(4) 0.45550(15) 0.43771(11) 0.0231(6) Uani 1 1 d . . . . .
H1W H 0.5380 0.4339 0.4692 0.028 Uiso 1 1 calc R . . . .
O20 O 0.3395(4) 0.73622(16) 0.17917(11) 0.0350(7) Uani 0.809(4) 1 d . . P A 1
C1A C 0.7930(4) 0.87584(14) -0.05875(10) 0.0231(6) Uani 1 1 d . . . . .
H1A H 0.8056 0.8959 -0.0963 0.028 Uiso 1 1 calc R . . . .
C1S C 0.8818(4) 0.87426(14) 0.04232(10) 0.0184(5) Uani 1 1 d . . . . .
H1S H 0.9543 0.8935 0.0721 0.022 Uiso 1 1 calc R . . . .
C1X C 0.6474(4) 0.52675(14) 0.20711(10) 0.0188(5) Uani 1 1 d . . . . .
H1X H 0.6070 0.5516 0.2409 0.023 Uiso 1 1 calc R . . . .
C1Y C 0.9021(4) 0.90347(14) -0.01412(11) 0.0205(5) Uani 1 1 d . . . . .
H1Y H 0.9891 0.9417 -0.0220 0.025 Uiso 1 1 calc R . . . .
C1Z C 0.7583(4) 0.45184(14) 0.10477(11) 0.0228(5) Uani 1 1 d . . . . .
H1Z H 0.7925 0.4267 0.0704 0.027 Uiso 1 1 calc R . . . .
C1 C 0.7426(3) 0.77939(13) 0.21815(9) 0.0146(4) Uani 1 1 d . . . . .
O1 O 0.1283(16) 0.7446(6) 0.1814(4) 0.027(3) Uani 0.191(4) 1 d . . P A 2
O1AA O 0.3254(16) 0.6384(6) 0.2007(5) 0.030(3) Uani 0.191(4) 1 d . . P A 2
O2AA O 0.0930(16) 0.6652(9) 0.2650(5) 0.043(4) Uani 0.191(4) 1 d . . P A 2
O0AA O 0.330(2) 0.7543(6) 0.2584(5) 0.039(3) Uani 0.191(4) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 O2 1.428(3) . ?
Cl1 O3 1.453(3) . ?
Cl1 O4 1.413(3) . ?
Cl1 O20 1.453(3) . ?
Cl1 O1 1.482(10) . ?
Cl1 O1AA 1.361(10) . ?
Cl1 O2AA 1.511(11) . ?
Cl1 O0AA 1.385(11) . ?
C5 C14 1.388(4) . ?
C5 C1W 1.391(4) . ?
C6 C1G 1.401(3) . ?
C6 C1Z 1.384(3) . ?
C7 N8 1.327(3) . ?
C7 C11 1.422(3) . ?
C7 C1N 1.484(3) . ?
N8 C1B 1.339(3) . ?
C9 C16 1.385(4) . ?
C9 C1X 1.394(3) . ?
N10 C1B 1.333(3) . ?
N10 C1 1.367(3) . ?
C11 C19 1.429(3) . ?
C11 C1 1.412(3) . ?
N12 C17 1.367(3) . ?
N12 C1F 1.328(3) . ?
C13 C14 1.393(3) . ?
C13 C1T 1.398(3) . ?
C15 C17 1.444(3) . ?
C15 C18 1.414(3) . ?
C15 C1 1.431(3) . ?
C16 C1Z 1.388(4) . ?
C17 C1C 1.418(3) . ?
C18 C1H 1.429(3) . ?
C18 C1I 1.423(3) . ?
C19 C1H 1.354(3) . ?
C1B C1G 1.472(3) . ?
C1C C1D 1.428(3) . ?
C1C C1J 1.427(3) . ?
C1D N1E 1.325(3) . ?
C1D C1L 1.482(3) . ?
N1E C1F 1.351(3) . ?
C1F C1T 1.488(3) . ?
C1G C1X 1.391(3) . ?
C1I C1J 1.352(3) . ?
C1K C1L 1.402(3) . ?
C1K C1U 1.387(3) . ?
C1L C1O 1.402(3) . ?
C1M C1N 1.401(3) . ?
C1M C1P 1.386(3) . ?
C1N C1S 1.390(4) . ?
C1O C1V 1.392(3) . ?
C1P C1A 1.392(4) . ?
C1Q C1T 1.393(3) . ?
C1Q C1W 1.384(4) . ?
C1R C1U 1.387(4) . ?
C1R C1V 1.387(4) . ?
C1A C1Y 1.389(4) . ?
C1S C1Y 1.392(3) . ?

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
O2 Cl1 O3 109.33(18) . . ?
O2 Cl1 O20 108.42(17) . . ?
O3 Cl1 O20 107.49(16) . . ?
O4 Cl1 O2 111.22(18) . . ?
O4 Cl1 O3 110.11(17) . . ?
O4 Cl1 O20 110.19(17) . . ?
O1 Cl1 O2AA 103.2(6) . . ?
O1AA Cl1 O1 111.6(6) . . ?
O1AA Cl1 O2AA 108.2(7) . . ?
O1AA Cl1 O0AA 117.4(8) . . ?
O0AA Cl1 O1 108.8(6) . . ?
O0AA Cl1 O2AA 106.7(8) . . ?
C14 C5 C1W 120.0(2) . . ?
C1Z C6 C1G 120.2(2) . . ?
N8 C7 C11 122.3(2) . . ?
N8 C7 C1N 114.30(19) . . ?
C11 C7 C1N 123.3(2) . . ?
C7 N8 C1B 118.98(19) . . ?
C16 C9 C1X 120.0(2) . . ?
C1B N10 C1 122.50(19) . . ?
C7 C11 C19 124.4(2) . . ?
C1 C11 C7 116.8(2) . . ?
C1 C11 C19 118.83(19) . . ?
C1F N12 C17 117.11(18) . . ?
C14 C13 C1T 119.9(2) . . ?
C5 C14 C13 120.0(2) . . ?
C18 C15 C17 118.74(19) . . ?
C18 C15 C1 116.98(19) . . ?
C1 C15 C17 124.3(2) . . ?
C9 C16 C1Z 120.5(2) . . ?
N12 C17 C15 119.74(19) . . ?
N12 C17 C1C 121.11(19) . . ?
C1C C17 C15 119.1(2) . . ?
C15 C18 C1H 120.5(2) . . ?
C15 C18 C1I 120.2(2) . . ?
C1I C18 C1H 119.2(2) . . ?
C1H C19 C11 120.1(2) . . ?
N8 C1B C1G 117.3(2) . . ?
N10 C1B N8 121.8(2) . . ?
N10 C1B C1G 120.7(2) . . ?
C17 C1C C1D 116.2(2) . . ?
C17 C1C C1J 119.7(2) . . ?
C1J C1C C1D 124.1(2) . . ?
C1C C1D C1L 123.5(2) . . ?
N1E C1D C1C 121.2(2) . . ?
N1E C1D C1L 115.2(2) . . ?
C1D N1E C1F 118.31(19) . . ?
N12 C1F N1E 125.8(2) . . ?
N12 C1F C1T 119.56(19) . . ?
N1E C1F C1T 114.54(19) . . ?
C6 C1G C1B 118.3(2) . . ?
C1X C1G C6 119.7(2) . . ?
C1X C1G C1B 122.0(2) . . ?
C19 C1H C18 121.5(2) . . ?
C1J C1I C18 121.0(2) . . ?
C1I C1J C1C 120.8(2) . . ?
C1U C1K C1L 120.3(2) . . ?
C1K C1L C1D 119.0(2) . . ?
C1K C1L C1O 118.9(2) . . ?
C1O C1L C1D 121.9(2) . . ?
C1P C1M C1N 120.1(2) . . ?
C1M C1N C7 118.5(2) . . ?
C1S C1N C7 121.9(2) . . ?
C1S C1N C1M 119.3(2) . . ?
C1V C1O C1L 120.1(2) . . ?
C1M C1P C1A 120.4(2) . . ?
C1W C1Q C1T 120.2(2) . . ?
C1V C1R C1U 119.7(2) . . ?
C13 C1T C1F 121.4(2) . . ?
C1Q C1T C13 119.7(2) . . ?
C1Q C1T C1F 118.9(2) . . ?
C1R C1U C1K 120.5(2) . . ?
C1R C1V C1O 120.4(2) . . ?
C1Q C1W C5 120.2(2) . . ?
C1Y C1A C1P 119.6(2) . . ?
C1N C1S C1Y 120.3(2) . . ?
C1G C1X C9 119.8(2) . . ?
C1A C1Y C1S 120.3(2) . . ?
C6 C1Z C16 119.8(2) . . ?
N10 C1 C11 117.48(19) . . ?
N10 C1 C15 120.74(19) . . ?
C11 C1 C15 121.8(2) . . ?

_olex2_date_sample_data_collection 1492071513.02
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.596(16)
2 0.404(16)

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
_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_s20
_database_code_depnum_ccdc_archive 'CCDC 1920001'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          '135 deg.C'
_chemical_formula_moiety         'C18 H13 N2 +, C6 H2 N3 O7 -'
_chemical_formula_sum            'C24 H15 N5 O7'
_chemical_formula_weight         485.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c  '
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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                   20.993(7)
_cell_length_b                   16.920(6)
_cell_length_c                   13.496(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.796(6)
_cell_angle_gamma                90.00
_cell_volume                     4160(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2907
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      26.40

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2000
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            34687
_diffrn_reflns_av_R_equivalents  0.2086
_diffrn_reflns_av_sigmaI/netI    0.0926
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4071
_reflns_number_gt                2267
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0483P)²+9.5635P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4071
_refine_ls_number_parameters     348
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1716
_refine_ls_R_factor_gt           0.0936
_refine_ls_wR_factor_ref         0.1758
_refine_ls_wR_factor_gt          0.1478
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.56977(16) 0.60055(18) 0.6924(3) 0.0419(10) Uani 1 1 d . A .
O2 O 0.6609(9) 0.4891(13) 0.7144(15) 0.027(4) Uani 0.48(6) 1 d PDU A 1
O3 O 0.6327(7) 0.3730(9) 0.7594(19) 0.032(4) Uani 0.48(6) 1 d P A 1
O2A O 0.6669(11) 0.4797(15) 0.749(4) 0.082(8) Uani 0.52(6) 1 d PD A 2
O3A O 0.6259(7) 0.3676(7) 0.698(5) 0.070(11) Uani 0.52(6) 1 d PD A 2
O4 O 0.38144(17) 0.29370(19) 0.5169(3) 0.0510(11) Uani 1 1 d . . .
O5 O 0.29400(16) 0.38047(18) 0.4570(3) 0.0443(10) Uani 1 1 d . . .
O6 O 0.34978(17) 0.65425(19) 0.5317(3) 0.0497(11) Uani 1 1 d . . .
O7 O 0.45627(18) 0.6976(2) 0.5847(4) 0.0762(16) Uani 1 1 d . . .
N1 N 0.44371(19) 0.1667(2) 0.3284(3) 0.0221(9) Uani 1 1 d . . .
N2 N 0.58529(18) 0.1181(2) 0.4369(3) 0.0218(8) Uani 1 1 d . . .
N3 N 0.6155(2) 0.4380(2) 0.7084(3) 0.0311(10) Uani 1 1 d D . .
N4 N 0.35962(19) 0.3625(2) 0.5054(3) 0.0349(10) Uani 1 1 d . . .
N5 N 0.4153(2) 0.6431(2) 0.5680(3) 0.0300(9) Uani 1 1 d . . .
C1 C 0.3944(2) 0.2244(3) 0.2929(4) 0.0270(11) Uani 1 1 d . . .
H1A H 0.4098 0.2780 0.3024 0.032 Uiso 1 1 calc R . .
C2 C 0.3204(2) 0.2064(3) 0.2419(4) 0.0273(11) Uani 1 1 d . . .
H2A H 0.2850 0.2475 0.2184 0.033 Uiso 1 1 calc R . .
C3 C 0.2985(2) 0.1290(3) 0.2256(4) 0.0287(11) Uani 1 1 d . . .
H3A H 0.2476 0.1169 0.1892 0.034 Uiso 1 1 calc R . .
C4 C 0.3503(2) 0.0666(2) 0.2620(3) 0.0211(10) Uani 1 1 d . . .
C5 C 0.3297(2) -0.0151(2) 0.2459(3) 0.0242(11) Uani 1 1 d . . .
H5A H 0.2794 -0.0296 0.2083 0.029 Uiso 1 1 calc R . .
C6 C 0.3822(2) -0.0718(2) 0.2842(4) 0.0223(10) Uani 1 1 d . . .
C7 C 0.3783(2) -0.1610(2) 0.2789(4) 0.0262(10) Uani 1 1 d . . .
H7A H 0.3557 -0.1795 0.1988 0.031 Uiso 1 1 calc R . .
H7B H 0.3490 -0.1811 0.3126 0.031 Uiso 1 1 calc R . .
C8 C 0.4589(2) -0.1897(2) 0.3486(4) 0.0260(11) Uani 1 1 d . . .
H8A H 0.4670 -0.2187 0.4176 0.031 Uiso 1 1 calc R . .
H8B H 0.4711 -0.2250 0.3020 0.031 Uiso 1 1 calc R . .
C9 C 0.5050(2) -0.1157(2) 0.3811(4) 0.0235(10) Uani 1 1 d . . .
C10 C 0.5790(2) -0.1036(3) 0.4397(4) 0.0254(10) Uani 1 1 d . . .
H10A H 0.6115 -0.1475 0.4669 0.031 Uiso 1 1 calc R . .
C11 C 0.6078(2) -0.0249(2) 0.4604(3) 0.0212(10) Uani 1 1 d . . .
C12 C 0.6837(2) -0.0087(3) 0.5216(4) 0.0257(11) Uani 1 1 d . . .
H12A H 0.7178 -0.0511 0.5506 0.031 Uiso 1 1 calc R . .
C13 C 0.7088(2) 0.0681(3) 0.5399(4) 0.0279(11) Uani 1 1 d . . .
H13A H 0.7599 0.0790 0.5825 0.034 Uiso 1 1 calc R . .
C14 C 0.6579(2) 0.1296(3) 0.4946(3) 0.0248(10) Uani 1 1 d . . .
H14A H 0.6758 0.1823 0.5053 0.030 Uiso 1 1 calc R . .
C15 C 0.5606(2) 0.0418(3) 0.4200(3) 0.0218(10) Uani 1 1 d . . .
C16 C 0.4822(2) 0.0296(2) 0.3594(3) 0.0199(10) Uani 1 1 d . . .
C17 C 0.4255(2) 0.0876(2) 0.3162(4) 0.0209(10) Uani 1 1 d . . .
C18 C 0.4578(2) -0.0484(2) 0.3418(3) 0.0211(10) Uani 1 1 d . . .
C19 C 0.5228(2) 0.5484(3) 0.6480(4) 0.0241(10) Uani 1 1 d . . .
C20 C 0.5390(2) 0.4642(3) 0.6532(4) 0.0235(10) Uani 1 1 d . A .
C21 C 0.4875(2) 0.4061(3) 0.6087(4) 0.0250(11) Uani 1 1 d . . .
H21A H 0.5024 0.3524 0.6155 0.030 Uiso 1 1 calc R A .
C22 C 0.4134(2) 0.4248(2) 0.5534(4) 0.0242(10) Uani 1 1 d . A .
C23 C 0.3911(2) 0.5035(3) 0.5424(4) 0.0255(11) Uani 1 1 d . . .
H23A H 0.3403 0.5164 0.5048 0.031 Uiso 1 1 calc R A .
C24 C 0.4433(2) 0.5624(2) 0.5864(4) 0.0221(10) Uani 1 1 d . A .
H1 H 0.491(2) 0.177(2) 0.361(4) 0.029(13) 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
O1 C19 1.235(5) . ?
O2 N3 1.258(19) . ?
O3 N3 1.252(13) . ?
O2A N3 1.17(2) . ?
O3A N3 1.233(18) . ?
O4 N4 1.233(5) . ?
O5 N4 1.234(4) . ?
O6 N5 1.224(4) . ?
O7 N5 1.204(4) . ?
N1 C1 1.328(5) . ?
N1 C17 1.379(5) . ?
N1 H1 0.89(4) . ?
N2 C14 1.338(5) . ?
N2 C15 1.368(5) . ?
N3 C20 1.463(5) . ?
N4 C22 1.441(5) . ?
N5 C24 1.459(5) . ?
C1 C2 1.384(6) . ?
C1 H1A 0.9500 . ?
C2 C3 1.369(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.417(6) . ?
C3 H3A 0.9500 . ?
C4 C17 1.417(5) . ?
C4 C5 1.432(6) . ?
C5 C6 1.355(6) . ?
C5 H5A 0.9500 . ?
C6 C18 1.432(5) . ?
C6 C7 1.511(6) . ?
C7 C8 1.548(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.509(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.363(6) . ?
C9 C18 1.427(6) . ?
C10 C11 1.431(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.411(5) . ?
C11 C15 1.419(6) . ?
C12 C13 1.376(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.396(6) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.444(5) . ?
C16 C18 1.393(6) . ?
C16 C17 1.425(5) . ?
C19 C20 1.458(6) . ?
C19 C24 1.468(6) . ?
C20 C21 1.359(6) . ?
C21 C22 1.388(6) . ?
C21 H21A 0.9500 . ?
C22 C23 1.394(6) . ?
C23 C24 1.378(6) . ?
C23 H23A 0.9500 . ?

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
C1 N1 C17 123.4(4) . . ?
C1 N1 H1 121(3) . . ?
C17 N1 H1 115(3) . . ?
C14 N2 C15 117.5(4) . . ?
O2A N3 O3A 117.4(13) . . ?
O2A N3 O3 108.8(15) . . ?
O3A N3 O3 36.1(18) . . ?
O2A N3 O2 21(2) . . ?
O3A N3 O2 119.9(17) . . ?
O3 N3 O2 124.3(11) . . ?
O2A N3 C20 125.4(13) . . ?
O3A N3 C20 116.6(8) . . ?
O3 N3 C20 119.4(7) . . ?
O2 N3 C20 115.5(10) . . ?
O4 N4 O5 123.1(4) . . ?
O4 N4 C22 118.4(3) . . ?
O5 N4 C22 118.5(4) . . ?
O7 N5 O6 120.9(4) . . ?
O7 N5 C24 119.7(4) . . ?
O6 N5 C24 119.4(4) . . ?
N1 C1 C2 119.9(4) . . ?
N1 C1 H1A 120.1 . . ?
C2 C1 H1A 120.1 . . ?
C3 C2 C1 119.7(4) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C17 C4 C3 117.3(4) . . ?
C17 C4 C5 119.7(4) . . ?
C3 C4 C5 123.1(4) . . ?
C6 C5 C4 119.9(4) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C5 C6 C18 118.9(4) . . ?
C5 C6 C7 132.4(4) . . ?
C18 C6 C7 108.7(4) . . ?
C6 C7 C8 105.5(3) . . ?
C6 C7 H7A 110.6 . . ?
C8 C7 H7A 110.6 . . ?
C6 C7 H7B 110.6 . . ?
C8 C7 H7B 110.6 . . ?
H7A C7 H7B 108.8 . . ?
C9 C8 C7 105.4(3) . . ?
C9 C8 H8A 110.7 . . ?
C7 C8 H8A 110.7 . . ?
C9 C8 H8B 110.7 . . ?
C7 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
C10 C9 C18 118.5(4) . . ?
C10 C9 C8 132.4(4) . . ?
C18 C9 C8 109.0(3) . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 H10A 119.9 . . ?
C11 C10 H10A 119.9 . . ?
C12 C11 C15 116.1(4) . . ?
C12 C11 C10 122.7(4) . . ?
C15 C11 C10 121.2(4) . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 118.9(4) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
N2 C14 C13 123.3(4) . . ?
N2 C14 H14A 118.4 . . ?
C13 C14 H14A 118.4 . . ?
N2 C15 C11 123.5(4) . . ?
N2 C15 C16 117.4(4) . . ?
C11 C15 C16 119.1(4) . . ?
C18 C16 C17 114.9(4) . . ?
C18 C16 C15 116.8(4) . . ?
C17 C16 C15 128.2(4) . . ?
N1 C17 C4 118.5(4) . . ?
N1 C17 C16 119.6(4) . . ?
C4 C17 C16 121.9(4) . . ?
C16 C18 C9 124.3(4) . . ?
C16 C18 C6 124.7(4) . . ?
C9 C18 C6 111.0(4) . . ?
O1 C19 C20 124.4(4) . . ?
O1 C19 C24 124.7(4) . . ?
C20 C19 C24 110.9(4) . . ?
C21 C20 C19 124.8(4) . . ?
C21 C20 N3 115.9(4) . . ?
C19 C20 N3 119.4(4) . . ?
C20 C21 C22 120.3(4) . . ?
C20 C21 H21A 119.8 . . ?
C22 C21 H21A 119.8 . . ?
C21 C22 C23 120.2(4) . . ?
C21 C22 N4 119.6(4) . . ?
C23 C22 N4 120.2(4) . . ?
C24 C23 C22 119.4(4) . . ?
C24 C23 H23A 120.3 . . ?
C22 C23 H23A 120.3 . . ?
C23 C24 N5 115.9(4) . . ?
C23 C24 C19 124.4(4) . . ?
N5 C24 C19 119.8(4) . . ?

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
C17 N1 C1 C2 0.9(7) . . . . ?
N1 C1 C2 C3 -1.9(7) . . . . ?
C1 C2 C3 C4 1.3(7) . . . . ?
C2 C3 C4 C17 0.3(7) . . . . ?
C2 C3 C4 C5 -179.5(4) . . . . ?
C17 C4 C5 C6 1.1(6) . . . . ?
C3 C4 C5 C6 -179.1(4) . . . . ?
C4 C5 C6 C18 0.8(6) . . . . ?
C4 C5 C6 C7 -179.0(4) . . . . ?
C5 C6 C7 C8 -175.1(5) . . . . ?
C18 C6 C7 C8 5.1(5) . . . . ?
C6 C7 C8 C9 -5.0(5) . . . . ?
C7 C8 C9 C10 -178.2(5) . . . . ?
C7 C8 C9 C18 3.3(5) . . . . ?
C18 C9 C10 C11 -0.2(6) . . . . ?
C8 C9 C10 C11 -178.5(4) . . . . ?
C9 C10 C11 C12 179.2(4) . . . . ?
C9 C10 C11 C15 -0.5(7) . . . . ?
C15 C11 C12 C13 0.1(6) . . . . ?
C10 C11 C12 C13 -179.7(4) . . . . ?
C11 C12 C13 C14 -1.4(7) . . . . ?
C15 N2 C14 C13 -1.5(6) . . . . ?
C12 C13 C14 N2 2.2(7) . . . . ?
C14 N2 C15 C11 0.1(6) . . . . ?
C14 N2 C15 C16 179.0(4) . . . . ?
C12 C11 C15 N2 0.6(6) . . . . ?
C10 C11 C15 N2 -179.7(4) . . . . ?
C12 C11 C15 C16 -178.2(4) . . . . ?
C10 C11 C15 C16 1.5(6) . . . . ?
N2 C15 C16 C18 179.4(4) . . . . ?
C11 C15 C16 C18 -1.7(6) . . . . ?
N2 C15 C16 C17 -1.7(7) . . . . ?
C11 C15 C16 C17 177.2(4) . . . . ?
C1 N1 C17 C4 0.7(6) . . . . ?
C1 N1 C17 C16 -178.5(4) . . . . ?
C3 C4 C17 N1 -1.2(6) . . . . ?
C5 C4 C17 N1 178.6(4) . . . . ?
C3 C4 C17 C16 177.9(4) . . . . ?
C5 C4 C17 C16 -2.3(6) . . . . ?
C18 C16 C17 N1 -179.5(4) . . . . ?
C15 C16 C17 N1 1.6(7) . . . . ?
C18 C16 C17 C4 1.4(6) . . . . ?
C15 C16 C17 C4 -177.5(4) . . . . ?
C17 C16 C18 C9 -177.9(4) . . . . ?
C15 C16 C18 C9 1.1(6) . . . . ?
C17 C16 C18 C6 0.6(6) . . . . ?
C15 C16 C18 C6 179.6(4) . . . . ?
C10 C9 C18 C16 -0.2(6) . . . . ?
C8 C9 C18 C16 178.6(4) . . . . ?
C10 C9 C18 C6 -178.8(4) . . . . ?
C8 C9 C18 C6 -0.1(5) . . . . ?
C5 C6 C18 C16 -1.7(7) . . . . ?
C7 C6 C18 C16 178.1(4) . . . . ?
C5 C6 C18 C9 177.0(4) . . . . ?
C7 C6 C18 C9 -3.2(5) . . . . ?
O1 C19 C20 C21 177.1(5) . . . . ?
C24 C19 C20 C21 -0.9(6) . . . . ?
O1 C19 C20 N3 -3.8(7) . . . . ?
C24 C19 C20 N3 178.2(4) . . . . ?
O2A N3 C20 C21 178(3) . . . . ?
O3A N3 C20 C21 8(3) . . . . ?
O3 N3 C20 C21 -33.1(14) . . . . ?
O2 N3 C20 C21 156.8(10) . . . . ?
O2A N3 C20 C19 -1(3) . . . . ?
O3A N3 C20 C19 -171(3) . . . . ?
O3 N3 C20 C19 147.7(13) . . . . ?
O2 N3 C20 C19 -22.4(11) . . . . ?
C19 C20 C21 C22 -0.1(7) . . . . ?
N3 C20 C21 C22 -179.3(4) . . . . ?
C20 C21 C22 C23 0.4(7) . . . . ?
C20 C21 C22 N4 179.2(4) . . . . ?
O4 N4 C22 C21 1.4(7) . . . . ?
O5 N4 C22 C21 179.7(4) . . . . ?
O4 N4 C22 C23 -179.9(4) . . . . ?
O5 N4 C22 C23 -1.6(7) . . . . ?
C21 C22 C23 C24 0.3(7) . . . . ?
N4 C22 C23 C24 -178.4(4) . . . . ?
C22 C23 C24 N5 178.1(4) . . . . ?
C22 C23 C24 C19 -1.5(7) . . . . ?
O7 N5 C24 C23 -166.4(5) . . . . ?
O6 N5 C24 C23 10.9(6) . . . . ?
O7 N5 C24 C19 13.2(7) . . . . ?
O6 N5 C24 C19 -169.5(4) . . . . ?
O1 C19 C24 C23 -176.3(5) . . . . ?
C20 C19 C24 C23 1.7(6) . . . . ?
O1 C19 C24 N5 4.2(7) . . . . ?
C20 C19 C24 N5 -177.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.060

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
####################################################################### 
# 
# 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_s17
_database_code_depnum_ccdc_archive 'CCDC 1920003'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        10-Ethoxycarbamoylpyrido[2,3-e]acenaphthene
_chemical_name_common            ?
_chemical_melting_point          '118-119 deg.C'
_chemical_formula_moiety         'C18 H16 N2 O2'
_chemical_formula_sum            'C18 H16 N2 O2'
_chemical_formula_weight         292.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n  '
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_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                   4.6952(10)
_cell_length_b                   20.135(4)
_cell_length_c                   14.864(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.406(4)
_cell_angle_gamma                90.00
_cell_volume                     1402.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2740
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.52

_exptl_crystal_description       prizm
_exptl_crystal_colour            red-orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            2707
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0556
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2707
_reflns_number_gt                2289
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0610P)²+2.5500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2707
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0850
_refine_ls_wR_factor_ref         0.1877
_refine_ls_wR_factor_gt          0.1778
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6744(5) 0.00966(9) 0.11460(14) 0.0336(5) Uani 1 1 d . . .
O2 O 0.9315(5) 0.07244(10) 0.21693(15) 0.0363(6) Uani 1 1 d . . .
N1 N 0.9983(6) -0.04087(12) 0.20375(17) 0.0301(6) Uani 1 1 d . . .
N2 N 0.9708(5) -0.17295(11) 0.16879(17) 0.0305(6) Uani 1 1 d . . .
C1 C 1.2173(6) -0.05472(14) 0.26922(19) 0.0281(7) Uani 1 1 d . . .
C2 C 1.3018(6) -0.12259(14) 0.28169(19) 0.0271(6) Uani 1 1 d . . .
C3 C 1.1847(6) -0.18096(14) 0.2339(2) 0.0290(7) Uani 1 1 d . . .
C4 C 1.2975(7) -0.24497(14) 0.2576(2) 0.0303(7) Uani 1 1 d . . .
C5 C 1.5240(7) -0.25359(15) 0.3263(2) 0.0316(7) Uani 1 1 d . . .
H5A H 1.5974 -0.2966 0.3401 0.038 Uiso 1 1 calc R . .
C6 C 1.6311(6) -0.19960(14) 0.3710(2) 0.0290(7) Uani 1 1 d . . .
C7 C 1.8613(7) -0.19235(15) 0.4464(2) 0.0344(7) Uani 1 1 d . . .
H7A H 2.0472 -0.2082 0.4267 0.041 Uiso 1 1 calc R . .
H7B H 1.8118 -0.2182 0.4999 0.041 Uiso 1 1 calc R . .
C8 C 1.8750(7) -0.11654(15) 0.4686(2) 0.0346(7) Uani 1 1 d . . .
H8A H 1.8273 -0.1082 0.5316 0.041 Uiso 1 1 calc R . .
H8B H 2.0674 -0.0985 0.4597 0.041 Uiso 1 1 calc R . .
C9 C 1.6544(6) -0.08549(15) 0.4028(2) 0.0307(7) Uani 1 1 d . . .
C10 C 1.5696(7) -0.02028(15) 0.3881(2) 0.0333(7) Uani 1 1 d . . .
H10A H 1.6591 0.0145 0.4226 0.040 Uiso 1 1 calc R . .
C11 C 1.3533(7) -0.00566(14) 0.3229(2) 0.0311(7) Uani 1 1 d . . .
H11A H 1.2959 0.0393 0.3146 0.037 Uiso 1 1 calc R . .
C12 C 1.5195(6) -0.13482(14) 0.3485(2) 0.0291(7) Uani 1 1 d . . .
C13 C 1.1753(7) -0.30042(14) 0.2113(2) 0.0339(7) Uani 1 1 d . . .
H13A H 1.2444 -0.3438 0.2248 0.041 Uiso 1 1 calc R . .
C14 C 0.9564(7) -0.29145(14) 0.1468(2) 0.0351(7) Uani 1 1 d . . .
H14A H 0.8702 -0.3284 0.1163 0.042 Uiso 1 1 calc R . .
C15 C 0.8630(7) -0.22678(15) 0.1269(2) 0.0329(7) Uani 1 1 d . . .
H15A H 0.7151 -0.2209 0.0812 0.039 Uiso 1 1 calc R . .
C16 C 0.8754(6) 0.01904(14) 0.1824(2) 0.0286(7) Uani 1 1 d . . .
C17 C 0.5279(7) 0.06905(15) 0.0810(2) 0.0360(8) Uani 1 1 d . . .
H17A H 0.4988 0.0995 0.1319 0.043 Uiso 1 1 calc R . .
H17B H 0.3380 0.0567 0.0536 0.043 Uiso 1 1 calc R . .
C18 C 0.6955(8) 0.10424(15) 0.0118(2) 0.0425(9) Uani 1 1 d . . .
H18A H 0.5880 0.1430 -0.0112 0.064 Uiso 1 1 calc R . .
H18B H 0.7280 0.0739 -0.0380 0.064 Uiso 1 1 calc R . .
H18C H 0.8794 0.1187 0.0398 0.064 Uiso 1 1 calc R . .
H1 H 0.917(7) -0.0760(18) 0.174(2) 0.034(9) 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
O1 C16 1.353(4) . ?
O1 C17 1.453(3) . ?
O2 C16 1.213(3) . ?
N1 C16 1.366(4) . ?
N1 C1 1.401(4) . ?
N1 H1 0.91(3) . ?
N2 C15 1.334(4) . ?
N2 C3 1.362(4) . ?
C1 C11 1.400(4) . ?
C1 C2 1.432(4) . ?
C2 C12 1.404(4) . ?
C2 C3 1.464(4) . ?
C3 C4 1.430(4) . ?
C4 C13 1.415(4) . ?
C4 C5 1.440(4) . ?
C5 C6 1.355(4) . ?
C5 H5A 0.9500 . ?
C6 C12 1.438(4) . ?
C6 C7 1.517(4) . ?
C7 C8 1.562(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.517(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.386(4) . ?
C9 C12 1.406(4) . ?
C10 C11 1.393(4) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C13 C14 1.375(5) . ?
C13 H13A 0.9500 . ?
C14 C15 1.400(4) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C17 C18 1.508(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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
C16 O1 C17 115.9(2) . . ?
C16 N1 C1 128.3(3) . . ?
C16 N1 H1 115(2) . . ?
C1 N1 H1 117(2) . . ?
C15 N2 C3 118.6(2) . . ?
C11 C1 N1 123.1(3) . . ?
C11 C1 C2 119.1(3) . . ?
N1 C1 C2 117.8(3) . . ?
C12 C2 C1 116.3(3) . . ?
C12 C2 C3 116.0(2) . . ?
C1 C2 C3 127.6(3) . . ?
N2 C3 C4 121.9(3) . . ?
N2 C3 C2 119.3(2) . . ?
C4 C3 C2 118.8(3) . . ?
C13 C4 C3 117.2(3) . . ?
C13 C4 C5 120.7(3) . . ?
C3 C4 C5 122.1(3) . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C5 C6 C12 119.6(3) . . ?
C5 C6 C7 131.8(3) . . ?
C12 C6 C7 108.6(3) . . ?
C6 C7 C8 105.6(2) . . ?
C6 C7 H7A 110.6 . . ?
C8 C7 H7A 110.6 . . ?
C6 C7 H7B 110.6 . . ?
C8 C7 H7B 110.6 . . ?
H7A C7 H7B 108.8 . . ?
C9 C8 C7 104.4(2) . . ?
C9 C8 H8A 110.9 . . ?
C7 C8 H8A 110.9 . . ?
C9 C8 H8B 110.9 . . ?
C7 C8 H8B 110.9 . . ?
H8A C8 H8B 108.9 . . ?
C10 C9 C12 117.6(3) . . ?
C10 C9 C8 132.1(3) . . ?
C12 C9 C8 110.2(3) . . ?
C9 C10 C11 120.0(3) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C10 C11 C1 122.5(3) . . ?
C10 C11 H11A 118.8 . . ?
C1 C11 H11A 118.8 . . ?
C2 C12 C9 124.5(3) . . ?
C2 C12 C6 124.3(3) . . ?
C9 C12 C6 111.2(3) . . ?
C14 C13 C4 120.0(3) . . ?
C14 C13 H13A 120.0 . . ?
C4 C13 H13A 120.0 . . ?
C13 C14 C15 118.8(3) . . ?
C13 C14 H14A 120.6 . . ?
C15 C14 H14A 120.6 . . ?
N2 C15 C14 123.5(3) . . ?
N2 C15 H15A 118.3 . . ?
C14 C15 H15A 118.3 . . ?
O2 C16 O1 124.3(3) . . ?
O2 C16 N1 127.3(3) . . ?
O1 C16 N1 108.4(2) . . ?
O1 C17 C18 111.4(3) . . ?
O1 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
O1 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
C16 N1 C1 C11 -2.1(5) . . . . ?
C16 N1 C1 C2 177.3(3) . . . . ?
C11 C1 C2 C12 0.0(4) . . . . ?
N1 C1 C2 C12 -179.3(3) . . . . ?
C11 C1 C2 C3 179.0(3) . . . . ?
N1 C1 C2 C3 -0.4(5) . . . . ?
C15 N2 C3 C4 0.6(4) . . . . ?
C15 N2 C3 C2 -178.9(3) . . . . ?
C12 C2 C3 N2 179.4(3) . . . . ?
C1 C2 C3 N2 0.4(5) . . . . ?
C12 C2 C3 C4 -0.1(4) . . . . ?
C1 C2 C3 C4 -179.1(3) . . . . ?
N2 C3 C4 C13 -0.8(4) . . . . ?
C2 C3 C4 C13 178.7(3) . . . . ?
N2 C3 C4 C5 179.9(3) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C13 C4 C5 C6 -178.3(3) . . . . ?
C3 C4 C5 C6 1.1(5) . . . . ?
C4 C5 C6 C12 -0.7(5) . . . . ?
C4 C5 C6 C7 178.8(3) . . . . ?
C5 C6 C7 C8 -178.6(3) . . . . ?
C12 C6 C7 C8 0.9(3) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C7 C8 C9 C10 -179.0(3) . . . . ?
C7 C8 C9 C12 0.9(3) . . . . ?
C12 C9 C10 C11 1.5(4) . . . . ?
C8 C9 C10 C11 -178.7(3) . . . . ?
C9 C10 C11 C1 -1.1(5) . . . . ?
N1 C1 C11 C10 179.6(3) . . . . ?
C2 C1 C11 C10 0.3(5) . . . . ?
C1 C2 C12 C9 0.4(4) . . . . ?
C3 C2 C12 C9 -178.7(3) . . . . ?
C1 C2 C12 C6 179.6(3) . . . . ?
C3 C2 C12 C6 0.5(4) . . . . ?
C10 C9 C12 C2 -1.2(5) . . . . ?
C8 C9 C12 C2 179.0(3) . . . . ?
C10 C9 C12 C6 179.5(3) . . . . ?
C8 C9 C12 C6 -0.3(4) . . . . ?
C5 C6 C12 C2 -0.1(5) . . . . ?
C7 C6 C12 C2 -179.7(3) . . . . ?
C5 C6 C12 C9 179.2(3) . . . . ?
C7 C6 C12 C9 -0.4(4) . . . . ?
C3 C4 C13 C14 -0.3(5) . . . . ?
C5 C4 C13 C14 179.1(3) . . . . ?
C4 C13 C14 C15 1.4(5) . . . . ?
C3 N2 C15 C14 0.6(5) . . . . ?
C13 C14 C15 N2 -1.6(5) . . . . ?
C17 O1 C16 O2 2.1(4) . . . . ?
C17 O1 C16 N1 -177.9(2) . . . . ?
C1 N1 C16 O2 -0.6(5) . . . . ?
C1 N1 C16 O1 179.4(3) . . . . ?
C16 O1 C17 C18 84.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.060

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
_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_sa
_database_code_depnum_ccdc_archive 'CCDC 1920005'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          '197-198 deg/C (decomp.)'
_chemical_formula_moiety         'C18 H12 N2, C6 H6 O'
_chemical_formula_sum            'C24 H18 N2 O'
_chemical_formula_weight         350.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_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                   21.179(4)
_cell_length_b                   7.3790(15)
_cell_length_c                   22.305(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.923(4)
_cell_angle_gamma                90.00
_cell_volume                     3460.5(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    593
_cell_measurement_theta_min      3
_cell_measurement_theta_max      26

_exptl_crystal_description       plate
_exptl_crystal_colour            grey
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30401
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_av_sigmaI/netI    0.0863
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.25
_diffrn_reflns_theta_max         26.00
_reflns_number_total             6683
_reflns_number_gt                4230
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0127P)²+6.8500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     refall
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6683
_refine_ls_number_parameters     495
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1296
_refine_ls_wR_factor_gt          0.1211
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.63114(11) 0.2235(3) 0.76719(10) 0.0239(5) Uani 1 1 d . . .
O2 O 0.74439(10) 0.0512(3) 0.36674(10) 0.0211(5) Uani 1 1 d . . .
C37 C 0.64022(14) 0.4064(4) 0.76436(14) 0.0183(7) Uani 1 1 d . . .
C38 C 0.67807(15) 0.4706(5) 0.72223(15) 0.0224(8) Uani 1 1 d . . .
H38A H 0.6959 0.3902 0.6969 0.027 Uiso 1 1 calc R . .
C39 C 0.68907(16) 0.6556(5) 0.71813(15) 0.0254(8) Uani 1 1 d . . .
H39A H 0.7147 0.6984 0.6901 0.030 Uiso 1 1 calc R . .
C40 C 0.66248(14) 0.7768(5) 0.75511(14) 0.0224(7) Uani 1 1 d . . .
H40A H 0.6700 0.9005 0.7520 0.027 Uiso 1 1 calc R . .
C41 C 0.62458(14) 0.7126(5) 0.79684(14) 0.0209(7) Uani 1 1 d . . .
H41A H 0.6065 0.7935 0.8219 0.025 Uiso 1 1 calc R . .
C42 C 0.61337(15) 0.5283(5) 0.80150(13) 0.0200(7) Uani 1 1 d . . .
H42A H 0.5878 0.4861 0.8296 0.024 Uiso 1 1 calc R . .
C43 C 0.73930(14) -0.1301(4) 0.35482(13) 0.0172(7) Uani 1 1 d . . .
C44 C 0.78013(15) -0.2076(5) 0.31794(14) 0.0216(7) Uani 1 1 d . . .
H44A H 0.8098 -0.1366 0.3012 0.026 Uiso 1 1 calc R . .
C45 C 0.77631(16) -0.3910(5) 0.30642(14) 0.0249(8) Uani 1 1 d . . .
H45A H 0.8041 -0.4432 0.2822 0.030 Uiso 1 1 calc R . .
C46 C 0.73203(16) -0.4995(5) 0.33011(14) 0.0231(8) Uani 1 1 d . . .
H46A H 0.7298 -0.6229 0.3217 0.028 Uiso 1 1 calc R . .
C47 C 0.69132(15) -0.4209(4) 0.36649(14) 0.0192(7) Uani 1 1 d . . .
H47A H 0.6615 -0.4922 0.3828 0.023 Uiso 1 1 calc R . .
C48 C 0.69455(14) -0.2369(4) 0.37888(13) 0.0177(7) Uani 1 1 d . . .
H48A H 0.6668 -0.1850 0.4033 0.021 Uiso 1 1 calc R . .
N1 N 0.51538(12) 0.1797(4) 0.81847(11) 0.0212(6) Uani 1 1 d . . .
N2 N 0.62936(12) 0.1066(4) 0.89184(11) 0.0186(6) Uani 1 1 d . . .
N3 N 0.69604(12) 0.0896(4) 0.48166(11) 0.0205(6) Uani 1 1 d . . .
N4 N 0.61611(12) 0.1671(4) 0.37518(11) 0.0170(6) Uani 1 1 d . . .
C1 C 0.47744(16) 0.1932(5) 0.76697(15) 0.0265(8) Uani 1 1 d . . .
H1A H 0.4948 0.1707 0.7313 0.032 Uiso 1 1 calc R . .
C2 C 0.41321(16) 0.2389(5) 0.76266(15) 0.0275(8) Uani 1 1 d . . .
H2A H 0.3888 0.2460 0.7252 0.033 Uiso 1 1 calc R . .
C3 C 0.38664(15) 0.2729(5) 0.81413(15) 0.0237(8) Uani 1 1 d . . .
H3A H 0.3437 0.3021 0.8123 0.028 Uiso 1 1 calc R . .
C4 C 0.42556(14) 0.2629(4) 0.87077(14) 0.0184(7) Uani 1 1 d . . .
C5 C 0.39851(15) 0.3029(4) 0.92496(15) 0.0213(7) Uani 1 1 d . . .
H5A H 0.3558 0.3343 0.9237 0.026 Uiso 1 1 calc R . .
C6 C 0.43617(14) 0.2940(4) 0.97775(14) 0.0180(7) Uani 1 1 d . . .
C7 C 0.50078(14) 0.2402(4) 0.97910(13) 0.0159(7) Uani 1 1 d . . .
C8 C 0.53149(14) 0.2336(4) 1.03949(13) 0.0174(7) Uani 1 1 d . . .
C9 C 0.59253(15) 0.1790(4) 1.04979(13) 0.0199(7) Uani 1 1 d . . .
H9A H 0.6127 0.1710 1.0891 0.024 Uiso 1 1 calc R . .
C10 C 0.62608(14) 0.1334(4) 0.99998(14) 0.0184(7) Uani 1 1 d . . .
C11 C 0.68917(15) 0.0702(5) 1.00938(15) 0.0229(8) Uani 1 1 d . . .
H11A H 0.7094 0.0577 1.0485 0.028 Uiso 1 1 calc R . .
C12 C 0.72103(15) 0.0268(5) 0.96153(15) 0.0237(8) Uani 1 1 d . . .
H12A H 0.7625 -0.0168 0.9674 0.028 Uiso 1 1 calc R . .
C13 C 0.68900(15) 0.0503(4) 0.90324(14) 0.0213(7) Uani 1 1 d . . .
H13A H 0.7110 0.0249 0.8706 0.026 Uiso 1 1 calc R . .
C14 C 0.59646(14) 0.1444(4) 0.93910(13) 0.0160(7) Uani 1 1 d . . .
C15 C 0.53041(14) 0.1997(4) 0.92810(13) 0.0164(7) Uani 1 1 d . . .
C16 C 0.49003(14) 0.2126(4) 0.87074(14) 0.0174(7) Uani 1 1 d . . .
C17 C 0.42193(15) 0.3294(5) 1.04202(14) 0.0233(8) Uani 1 1 d . . .
H17A H 0.3881 0.2508 1.0522 0.028 Uiso 1 1 calc R . .
H17B H 0.4093 0.4545 1.0467 0.028 Uiso 1 1 calc R . .
C18 C 0.48544(15) 0.2879(5) 1.08300(14) 0.0220(7) Uani 1 1 d . . .
H18A H 0.5006 0.3943 1.1059 0.026 Uiso 1 1 calc R . .
H18B H 0.4797 0.1901 1.1109 0.026 Uiso 1 1 calc R . .
C19 C 0.60113(15) 0.1887(5) 0.31626(14) 0.0228(8) Uani 1 1 d . . .
H19A H 0.6320 0.1606 0.2914 0.027 Uiso 1 1 calc R . .
C20 C 0.54268(16) 0.2504(5) 0.28897(14) 0.0252(8) Uani 1 1 d . . .
H20A H 0.5350 0.2655 0.2473 0.030 Uiso 1 1 calc R . .
C21 C 0.49677(16) 0.2883(5) 0.32517(14) 0.0241(8) Uani 1 1 d . . .
H21A H 0.4571 0.3291 0.3081 0.029 Uiso 1 1 calc R . .
C22 C 0.50905(14) 0.2660(4) 0.38744(13) 0.0184(7) Uani 1 1 d . . .
C23 C 0.46115(15) 0.3037(4) 0.42553(14) 0.0215(7) Uani 1 1 d . . .
H23A H 0.4211 0.3434 0.4090 0.026 Uiso 1 1 calc R . .
C24 C 0.47429(15) 0.2816(4) 0.48548(14) 0.0197(7) Uani 1 1 d . . .
C25 C 0.53571(14) 0.2217(4) 0.51061(13) 0.0175(7) Uani 1 1 d . . .
C26 C 0.53913(16) 0.2073(4) 0.57435(15) 0.0220(7) Uani 1 1 d . . .
C27 C 0.59479(16) 0.1555(4) 0.60685(14) 0.0228(8) Uani 1 1 d . . .
H27A H 0.5980 0.1460 0.6487 0.027 Uiso 1 1 calc R . .
C28 C 0.64843(15) 0.1158(4) 0.57537(13) 0.0200(7) Uani 1 1 d . . .
C29 C 0.70644(16) 0.0602(5) 0.60748(15) 0.0257(8) Uani 1 1 d . . .
H29A H 0.7105 0.0513 0.6494 0.031 Uiso 1 1 calc R . .
C30 C 0.75656(16) 0.0195(5) 0.57702(15) 0.0267(8) Uani 1 1 d . . .
H30A H 0.7951 -0.0188 0.5975 0.032 Uiso 1 1 calc R . .
C31 C 0.74879(16) 0.0367(5) 0.51444(15) 0.0249(8) Uani 1 1 d . . .
H31A H 0.7834 0.0087 0.4942 0.030 Uiso 1 1 calc R . .
C32 C 0.64499(15) 0.1288(4) 0.51139(13) 0.0171(7) Uani 1 1 d . . .
C33 C 0.58530(14) 0.1841(4) 0.47658(14) 0.0175(7) Uani 1 1 d . . .
C34 C 0.57093(14) 0.2052(4) 0.41207(13) 0.0163(7) Uani 1 1 d . . .
C35 C 0.43307(15) 0.3090(5) 0.53543(14) 0.0244(8) Uani 1 1 d . . .
H35A H 0.3954 0.2333 0.5291 0.029 Uiso 1 1 calc R . .
H35B H 0.4200 0.4346 0.5373 0.029 Uiso 1 1 calc R . .
C36 C 0.47533(15) 0.2539(5) 0.59421(14) 0.0241(8) Uani 1 1 d . . .
H36A H 0.4793 0.3533 0.6229 0.029 Uiso 1 1 calc R . .
H36B H 0.4575 0.1500 0.6128 0.029 Uiso 1 1 calc R . .
H1O H 0.606(2) 0.194(7) 0.805(2) 0.090(17) Uiso 1 1 d . . .
H2O H 0.711(2) 0.088(6) 0.3958(19) 0.067(14) 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
O1 C37 1.366(4) . ?
O1 H1O 1.07(5) . ?
O2 C43 1.366(4) . ?
O2 H2O 1.05(4) . ?
C37 C38 1.390(4) . ?
C37 C42 1.390(4) . ?
C38 C39 1.390(5) . ?
C38 H38A 0.9300 . ?
C39 C40 1.382(4) . ?
C39 H39A 0.9300 . ?
C40 C41 1.384(4) . ?
C40 H40A 0.9300 . ?
C41 C42 1.386(5) . ?
C41 H41A 0.9300 . ?
C42 H42A 0.9300 . ?
C43 C44 1.387(4) . ?
C43 C48 1.389(4) . ?
C44 C45 1.378(5) . ?
C44 H44A 0.9300 . ?
C45 C46 1.385(5) . ?
C45 H45A 0.9300 . ?
C46 C47 1.381(4) . ?
C46 H46A 0.9300 . ?
C47 C48 1.386(4) . ?
C47 H47A 0.9300 . ?
C48 H48A 0.9300 . ?
N1 C1 1.324(4) . ?
N1 C16 1.363(4) . ?
N2 C13 1.325(4) . ?
N2 C14 1.361(4) . ?
N3 C31 1.318(4) . ?
N3 C32 1.366(4) . ?
N4 C19 1.324(4) . ?
N4 C34 1.364(4) . ?
C1 C2 1.394(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.361(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.425(4) . ?
C3 H3A 0.9300 . ?
C4 C16 1.415(4) . ?
C4 C5 1.429(4) . ?
C5 C6 1.342(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.422(4) . ?
C6 C17 1.523(4) . ?
C7 C15 1.396(4) . ?
C7 C8 1.424(4) . ?
C8 C9 1.347(4) . ?
C8 C18 1.510(4) . ?
C9 C10 1.429(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.407(4) . ?
C10 C14 1.428(4) . ?
C11 C12 1.368(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.403(4) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.449(4) . ?
C15 C16 1.454(4) . ?
C17 C18 1.563(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.389(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.365(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.392(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.427(4) . ?
C22 C34 1.431(4) . ?
C23 C24 1.343(4) . ?
C23 H23A 0.9300 . ?
C24 C25 1.423(4) . ?
C24 C35 1.510(4) . ?
C25 C33 1.396(4) . ?
C25 C26 1.419(4) . ?
C26 C27 1.362(5) . ?
C26 C36 1.511(4) . ?
C27 C28 1.436(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.407(5) . ?
C28 C32 1.424(4) . ?
C29 C30 1.361(5) . ?
C29 H29A 0.9300 . ?
C30 C31 1.391(5) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C32 C33 1.460(4) . ?
C33 C34 1.443(4) . ?
C35 C36 1.550(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?

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
C37 O1 H1O 109(3) . . ?
C43 O2 H2O 109(2) . . ?
O1 C37 C38 117.6(3) . . ?
O1 C37 C42 122.8(3) . . ?
C38 C37 C42 119.6(3) . . ?
C37 C38 C39 119.6(3) . . ?
C37 C38 H38A 120.2 . . ?
C39 C38 H38A 120.2 . . ?
C40 C39 C38 120.9(3) . . ?
C40 C39 H39A 119.6 . . ?
C38 C39 H39A 119.6 . . ?
C39 C40 C41 119.4(3) . . ?
C39 C40 H40A 120.3 . . ?
C41 C40 H40A 120.3 . . ?
C40 C41 C42 120.3(3) . . ?
C40 C41 H41A 119.8 . . ?
C42 C41 H41A 119.8 . . ?
C41 C42 C37 120.3(3) . . ?
C41 C42 H42A 119.9 . . ?
C37 C42 H42A 119.9 . . ?
O2 C43 C44 118.6(3) . . ?
O2 C43 C48 121.5(3) . . ?
C44 C43 C48 119.9(3) . . ?
C45 C44 C43 119.3(3) . . ?
C45 C44 H44A 120.4 . . ?
C43 C44 H44A 120.4 . . ?
C44 C45 C46 121.6(3) . . ?
C44 C45 H45A 119.2 . . ?
C46 C45 H45A 119.2 . . ?
C47 C46 C45 118.8(3) . . ?
C47 C46 H46A 120.6 . . ?
C45 C46 H46A 120.6 . . ?
C46 C47 C48 120.6(3) . . ?
C46 C47 H47A 119.7 . . ?
C48 C47 H47A 119.7 . . ?
C47 C48 C43 119.9(3) . . ?
C47 C48 H48A 120.1 . . ?
C43 C48 H48A 120.1 . . ?
C1 N1 C16 117.9(3) . . ?
C13 N2 C14 118.8(3) . . ?
C31 N3 C32 117.5(3) . . ?
C19 N4 C34 118.2(3) . . ?
N1 C1 C2 124.3(3) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C16 C4 C3 117.9(3) . . ?
C16 C4 C5 122.7(3) . . ?
C3 C4 C5 119.4(3) . . ?
C6 C5 C4 118.4(3) . . ?
C6 C5 H5A 120.8 . . ?
C4 C5 H5A 120.8 . . ?
C5 C6 C7 120.1(3) . . ?
C5 C6 C17 130.8(3) . . ?
C7 C6 C17 109.1(3) . . ?
C15 C7 C6 124.6(3) . . ?
C15 C7 C8 124.4(3) . . ?
C6 C7 C8 111.0(3) . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 C18 130.6(3) . . ?
C7 C8 C18 110.0(3) . . ?
C8 C9 C10 119.7(3) . . ?
C8 C9 H9A 120.2 . . ?
C10 C9 H9A 120.2 . . ?
C11 C10 C14 117.5(3) . . ?
C11 C10 C9 121.0(3) . . ?
C14 C10 C9 121.5(3) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C11 C12 C13 117.7(3) . . ?
C11 C12 H12A 121.1 . . ?
C13 C12 H12A 121.1 . . ?
N2 C13 C12 124.0(3) . . ?
N2 C13 H13A 118.0 . . ?
C12 C13 H13A 118.0 . . ?
N2 C14 C10 121.2(3) . . ?
N2 C14 C15 120.0(3) . . ?
C10 C14 C15 118.8(3) . . ?
C7 C15 C14 116.2(3) . . ?
C7 C15 C16 115.4(3) . . ?
C14 C15 C16 128.4(3) . . ?
N1 C16 C4 121.8(3) . . ?
N1 C16 C15 119.4(3) . . ?
C4 C16 C15 118.8(3) . . ?
C6 C17 C18 105.2(2) . . ?
C6 C17 H17A 110.7 . . ?
C18 C17 H17A 110.7 . . ?
C6 C17 H17B 110.7 . . ?
C18 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?
C8 C18 C17 104.7(2) . . ?
C8 C18 H18A 110.8 . . ?
C17 C18 H18A 110.8 . . ?
C8 C18 H18B 110.8 . . ?
C17 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
N4 C19 C20 124.7(3) . . ?
N4 C19 H19A 117.7 . . ?
C20 C19 H19A 117.7 . . ?
C21 C20 C19 117.9(3) . . ?
C21 C20 H20A 121.0 . . ?
C19 C20 H20A 121.0 . . ?
C20 C21 C22 120.3(3) . . ?
C20 C21 H21A 119.8 . . ?
C22 C21 H21A 119.8 . . ?
C21 C22 C23 120.7(3) . . ?
C21 C22 C34 118.2(3) . . ?
C23 C22 C34 121.1(3) . . ?
C24 C23 C22 119.5(3) . . ?
C24 C23 H23A 120.3 . . ?
C22 C23 H23A 120.3 . . ?
C23 C24 C25 120.0(3) . . ?
C23 C24 C35 130.5(3) . . ?
C25 C24 C35 109.5(3) . . ?
C33 C25 C26 125.4(3) . . ?
C33 C25 C24 124.0(3) . . ?
C26 C25 C24 110.6(3) . . ?
C27 C26 C25 119.4(3) . . ?
C27 C26 C36 130.9(3) . . ?
C25 C26 C36 109.7(3) . . ?
C26 C27 C28 118.8(3) . . ?
C26 C27 H27A 120.6 . . ?
C28 C27 H27A 120.6 . . ?
C29 C28 C32 117.8(3) . . ?
C29 C28 C27 120.3(3) . . ?
C32 C28 C27 121.9(3) . . ?
C30 C29 C28 119.7(3) . . ?
C30 C29 H29A 120.1 . . ?
C28 C29 H29A 120.1 . . ?
C29 C30 C31 118.4(3) . . ?
C29 C30 H30A 120.8 . . ?
C31 C30 H30A 120.8 . . ?
N3 C31 C30 125.0(3) . . ?
N3 C31 H31A 117.5 . . ?
C30 C31 H31A 117.5 . . ?
N3 C32 C28 121.6(3) . . ?
N3 C32 C33 119.1(3) . . ?
C28 C32 C33 119.2(3) . . ?
C25 C33 C34 116.0(3) . . ?
C25 C33 C32 115.2(3) . . ?
C34 C33 C32 128.7(3) . . ?
N4 C34 C22 120.6(3) . . ?
N4 C34 C33 120.0(3) . . ?
C22 C34 C33 119.3(3) . . ?
C24 C35 C36 105.2(3) . . ?
C24 C35 H35A 110.7 . . ?
C36 C35 H35A 110.7 . . ?
C24 C35 H35B 110.7 . . ?
C36 C35 H35B 110.7 . . ?
H35A C35 H35B 108.8 . . ?
C26 C36 C35 104.9(3) . . ?
C26 C36 H36A 110.8 . . ?
C35 C36 H36A 110.8 . . ?
C26 C36 H36B 110.8 . . ?
C35 C36 H36B 110.8 . . ?
H36A C36 H36B 108.8 . . ?

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
O1 C37 C38 C39 -179.4(3) . . . . ?
C42 C37 C38 C39 0.6(5) . . . . ?
C37 C38 C39 C40 -0.5(5) . . . . ?
C38 C39 C40 C41 0.2(5) . . . . ?
C39 C40 C41 C42 0.0(5) . . . . ?
C40 C41 C42 C37 0.1(5) . . . . ?
O1 C37 C42 C41 179.6(3) . . . . ?
C38 C37 C42 C41 -0.4(5) . . . . ?
O2 C43 C44 C45 178.8(3) . . . . ?
C48 C43 C44 C45 -1.0(5) . . . . ?
C43 C44 C45 C46 0.9(5) . . . . ?
C44 C45 C46 C47 -0.5(5) . . . . ?
C45 C46 C47 C48 0.2(5) . . . . ?
C46 C47 C48 C43 -0.3(5) . . . . ?
O2 C43 C48 C47 -179.1(3) . . . . ?
C44 C43 C48 C47 0.7(4) . . . . ?
C16 N1 C1 C2 0.0(5) . . . . ?
N1 C1 C2 C3 0.1(6) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C16 -1.8(5) . . . . ?
C2 C3 C4 C5 178.4(3) . . . . ?
C16 C4 C5 C6 0.7(5) . . . . ?
C3 C4 C5 C6 -179.5(3) . . . . ?
C4 C5 C6 C7 -2.0(5) . . . . ?
C4 C5 C6 C17 179.5(3) . . . . ?
C5 C6 C7 C15 2.2(5) . . . . ?
C17 C6 C7 C15 -179.0(3) . . . . ?
C5 C6 C7 C8 -177.9(3) . . . . ?
C17 C6 C7 C8 0.9(4) . . . . ?
C15 C7 C8 C9 -2.5(5) . . . . ?
C6 C7 C8 C9 177.7(3) . . . . ?
C15 C7 C8 C18 179.3(3) . . . . ?
C6 C7 C8 C18 -0.5(4) . . . . ?
C7 C8 C9 C10 1.8(5) . . . . ?
C18 C8 C9 C10 179.5(3) . . . . ?
C8 C9 C10 C11 -177.9(3) . . . . ?
C8 C9 C10 C14 0.1(5) . . . . ?
C14 C10 C11 C12 2.0(5) . . . . ?
C9 C10 C11 C12 -180.0(3) . . . . ?
C10 C11 C12 C13 1.0(5) . . . . ?
C14 N2 C13 C12 0.0(5) . . . . ?
C11 C12 C13 N2 -2.1(5) . . . . ?
C13 N2 C14 C10 3.2(4) . . . . ?
C13 N2 C14 C15 -177.7(3) . . . . ?
C11 C10 C14 N2 -4.2(5) . . . . ?
C9 C10 C14 N2 177.8(3) . . . . ?
C11 C10 C14 C15 176.7(3) . . . . ?
C9 C10 C14 C15 -1.3(5) . . . . ?
C6 C7 C15 C14 -179.0(3) . . . . ?
C8 C7 C15 C14 1.2(5) . . . . ?
C6 C7 C15 C16 -1.0(5) . . . . ?
C8 C7 C15 C16 179.2(3) . . . . ?
N2 C14 C15 C7 -178.4(3) . . . . ?
C10 C14 C15 C7 0.7(4) . . . . ?
N2 C14 C15 C16 3.9(5) . . . . ?
C10 C14 C15 C16 -177.0(3) . . . . ?
C1 N1 C16 C4 -1.1(5) . . . . ?
C1 N1 C16 C15 -179.8(3) . . . . ?
C3 C4 C16 N1 2.0(5) . . . . ?
C5 C4 C16 N1 -178.2(3) . . . . ?
C3 C4 C16 C15 -179.3(3) . . . . ?
C5 C4 C16 C15 0.5(5) . . . . ?
C7 C15 C16 N1 178.4(3) . . . . ?
C14 C15 C16 N1 -3.9(5) . . . . ?
C7 C15 C16 C4 -0.3(4) . . . . ?
C14 C15 C16 C4 177.4(3) . . . . ?
C5 C6 C17 C18 177.8(3) . . . . ?
C7 C6 C17 C18 -0.8(3) . . . . ?
C9 C8 C18 C17 -178.0(3) . . . . ?
C7 C8 C18 C17 0.0(4) . . . . ?
C6 C17 C18 C8 0.5(3) . . . . ?
C34 N4 C19 C20 1.0(5) . . . . ?
N4 C19 C20 C21 -1.4(5) . . . . ?
C19 C20 C21 C22 0.4(5) . . . . ?
C20 C21 C22 C23 -179.5(3) . . . . ?
C20 C21 C22 C34 0.8(5) . . . . ?
C21 C22 C23 C24 -179.8(3) . . . . ?
C34 C22 C23 C24 -0.1(5) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C22 C23 C24 C35 -179.2(3) . . . . ?
C23 C24 C25 C33 0.5(5) . . . . ?
C35 C24 C25 C33 -179.9(3) . . . . ?
C23 C24 C25 C26 -179.9(3) . . . . ?
C35 C24 C25 C26 -0.3(4) . . . . ?
C33 C25 C26 C27 1.0(5) . . . . ?
C24 C25 C26 C27 -178.6(3) . . . . ?
C33 C25 C26 C36 -178.3(3) . . . . ?
C24 C25 C26 C36 2.1(4) . . . . ?
C25 C26 C27 C28 -0.3(5) . . . . ?
C36 C26 C27 C28 178.8(3) . . . . ?
C26 C27 C28 C29 -179.4(3) . . . . ?
C26 C27 C28 C32 -0.1(5) . . . . ?
C32 C28 C29 C30 -0.6(5) . . . . ?
C27 C28 C29 C30 178.7(3) . . . . ?
C28 C29 C30 C31 0.8(5) . . . . ?
C32 N3 C31 C30 -0.6(5) . . . . ?
C29 C30 C31 N3 -0.1(5) . . . . ?
C31 N3 C32 C28 0.8(4) . . . . ?
C31 N3 C32 C33 -178.7(3) . . . . ?
C29 C28 C32 N3 -0.2(5) . . . . ?
C27 C28 C32 N3 -179.5(3) . . . . ?
C29 C28 C32 C33 179.3(3) . . . . ?
C27 C28 C32 C33 0.0(5) . . . . ?
C26 C25 C33 C34 179.1(3) . . . . ?
C24 C25 C33 C34 -1.4(5) . . . . ?
C26 C25 C33 C32 -1.1(5) . . . . ?
C24 C25 C33 C32 178.5(3) . . . . ?
N3 C32 C33 C25 -180.0(3) . . . . ?
C28 C32 C33 C25 0.5(4) . . . . ?
N3 C32 C33 C34 -0.1(5) . . . . ?
C28 C32 C33 C34 -179.6(3) . . . . ?
C19 N4 C34 C22 0.3(4) . . . . ?
C19 N4 C34 C33 -179.8(3) . . . . ?
C21 C22 C34 N4 -1.2(5) . . . . ?
C23 C22 C34 N4 179.1(3) . . . . ?
C21 C22 C34 C33 178.9(3) . . . . ?
C23 C22 C34 C33 -0.8(5) . . . . ?
C25 C33 C34 N4 -178.4(3) . . . . ?
C32 C33 C34 N4 1.7(5) . . . . ?
C25 C33 C34 C22 1.5(4) . . . . ?
C32 C33 C34 C22 -178.3(3) . . . . ?
C23 C24 C35 C36 178.0(4) . . . . ?
C25 C24 C35 C36 -1.6(3) . . . . ?
C27 C26 C36 C35 177.8(3) . . . . ?
C25 C26 C36 C35 -3.0(4) . . . . ?
C24 C35 C36 C26 2.7(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag



O1 H1O N1 1_555 1.07(5) 1.98(5) 2.846(4) 135(5) ?
O1 H1O N2 1_555 1.07(5) 2.04(5) 2.916(4) 136(5) ?
O2 H2O N3 1_555 1.05(5) 1.98(5) 2.887(4) 143(5) ?
O2 H2O N4 1_555 1.05(5) 2.09(5) 2.876(4) 130(5) ?


_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.061
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
####################################################################### 
# 
# 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_fin
_database_code_depnum_ccdc_archive 'CCDC 1920002'
loop_
_audit_author_name
_audit_author_address
'Dr. Kyrill Y. Suponitsky'
;A N Nesmeyanov Institute of Organoelement Compounds (Moscow)
Russia
;
_audit_update_record             
;
2019-05-31 deposited with the CCDC.	2019-07-30 downloaded from the CCDC.
;

_vrf_PLAT417_fin                 
; 
PROBLEM:Short Inter D-H...H-D H1W1...H3W2d and H2W2...H4W3
RESPONSE:the hydrogen atoms of Ow2 and O3w disordered over
two and three sites respectively.
;

_vrf_PLAT420_fin                 
; 
PROBLEM:D-H Without Acceptor O2W - *H3W2,O3W - *H3W3 and O3W - *H4W3
RESPONSE:the hydrogen atoms of Ow2 and O3w disordered over
two and three sites respectively.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          '230-232 deg.C (decomp.)'
_chemical_formula_moiety         '3(C18 H12 N2), 4(H2 O)'
_chemical_formula_sum            'C18 H14.67 N2 O1.33'
_chemical_formula_weight         280.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.755(3)
_cell_length_b                   14.1162(14)
_cell_length_c                   15.1222(15)
_cell_angle_alpha                117.094(2)
_cell_angle_beta                 99.240(2)
_cell_angle_gamma                90.860(2)
_cell_volume                     2007.2(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    536
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             884
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  "Bruker APEX II CCD area detector'"
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19788
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_sigmaI/netI    0.1054
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         27.00
_reflns_number_total             8644
_reflns_number_gt                4488
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0124P)²+0.9687P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8644
_refine_ls_number_parameters     577
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1275
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.82642(18) 0.61250(16) 0.40566(15) 0.0212(5) Uani 1 1 d . . .
N1A N 0.08577(18) 0.70682(16) 0.12003(15) 0.0213(5) Uani 1 1 d . . .
N1B N 0.7018(2) 0.91749(16) 0.09081(16) 0.0249(5) Uani 1 1 d . . .
C1 C 0.7190(2) 0.6544(2) 0.42828(18) 0.0240(6) Uani 1 1 d . . .
H1A H 0.7102 0.7228 0.4352 0.029 Uiso 1 1 calc R . .
C1A C -0.0383(2) 0.6880(2) 0.09376(19) 0.0251(6) Uani 1 1 d . . .
H1AA H -0.0862 0.7226 0.1434 0.030 Uiso 1 1 calc R . .
C1B C 0.7927(3) 0.8842(2) 0.0375(2) 0.0297(7) Uani 1 1 d . . .
H1BA H 0.8757 0.8985 0.0727 0.036 Uiso 1 1 calc R . .
N2A N 0.31810(18) 0.79308(16) 0.25481(14) 0.0189(5) Uani 1 1 d . . .
N2 N 1.06977(19) 0.60592(16) 0.35727(15) 0.0212(5) Uani 1 1 d . . .
N2B N 0.59976(19) 1.03811(16) 0.26520(15) 0.0225(5) Uani 1 1 d . . .
C2 C 0.6193(2) 0.6027(2) 0.44216(18) 0.0249(6) Uani 1 1 d . . .
H2A H 0.5461 0.6358 0.4582 0.030 Uiso 1 1 calc R . .
C2A C -0.1023(2) 0.6195(2) -0.00367(19) 0.0271(6) Uani 1 1 d . . .
H2AA H -0.1903 0.6082 -0.0182 0.033 Uiso 1 1 calc R . .
C2B C 0.7730(3) 0.8294(2) -0.0676(2) 0.0311(7) Uani 1 1 d . . .
H2BA H 0.8405 0.8088 -0.1016 0.037 Uiso 1 1 calc R . .
C3 C 0.6308(2) 0.5025(2) 0.43175(18) 0.0228(6) Uani 1 1 d . . .
H3A H 0.5644 0.4657 0.4396 0.027 Uiso 1 1 calc R . .
C3A C -0.0334(2) 0.5694(2) -0.07718(19) 0.0242(6) Uani 1 1 d . . .
H3AA H -0.0743 0.5240 -0.1430 0.029 Uiso 1 1 calc R . .
C3B C 0.6512(3) 0.8072(2) -0.1189(2) 0.0301(7) Uani 1 1 d . . .
H3BA H 0.6351 0.7708 -0.1892 0.036 Uiso 1 1 calc R . .
C4 C 0.7428(2) 0.4545(2) 0.40920(17) 0.0201(6) Uani 1 1 d . . .
C4A C 0.0992(2) 0.58616(19) -0.05387(18) 0.0195(6) Uani 1 1 d . . .
C4B C 0.5500(2) 0.83818(19) -0.06768(19) 0.0235(6) Uani 1 1 d . . .
C5 C 0.7557(2) 0.3513(2) 0.40179(18) 0.0227(6) Uani 1 1 d . . .
H5A H 0.6901 0.3148 0.4107 0.027 Uiso 1 1 calc R . .
C5A C 0.1720(2) 0.53501(19) -0.13101(18) 0.0208(6) Uani 1 1 d . . .
H5AA H 0.1322 0.4888 -0.1969 0.025 Uiso 1 1 calc R . .
C5B C 0.4229(3) 0.8108(2) -0.1211(2) 0.0267(6) Uani 1 1 d . . .
H5BA H 0.4057 0.7731 -0.1913 0.032 Uiso 1 1 calc R . .
C6 C 0.8656(2) 0.30691(19) 0.38149(18) 0.0213(6) Uani 1 1 d . . .
C6A C 0.2990(2) 0.55446(19) -0.10709(18) 0.0188(6) Uani 1 1 d . . .
C6B C 0.3278(2) 0.8394(2) -0.06975(19) 0.0246(6) Uani 1 1 d . . .
C7 C 0.9623(2) 0.36363(19) 0.36612(17) 0.0196(6) Uani 1 1 d . . .
C7A C 0.3581(2) 0.62175(18) -0.00542(17) 0.0153(5) Uani 1 1 d . . .
C7B C 0.3553(2) 0.89989(19) 0.03683(18) 0.0203(6) Uani 1 1 d . . .
C8 C 1.0675(2) 0.30226(19) 0.34469(18) 0.0217(6) Uani 1 1 d . . .
C8A C 0.4923(2) 0.62816(18) 0.00420(18) 0.0173(6) Uani 1 1 d . . .
C8B C 0.2423(2) 0.9231(2) 0.0763(2) 0.0245(6) Uani 1 1 d . . .
C9 C 1.1709(2) 0.3440(2) 0.32916(18) 0.0235(6) Uani 1 1 d . . .
H9A H 1.2407 0.3052 0.3156 0.028 Uiso 1 1 calc R . .
C9A C 0.5655(2) 0.68750(19) 0.09640(18) 0.0199(6) Uani 1 1 d . . .
H9AA H 0.6533 0.6924 0.1041 0.024 Uiso 1 1 calc R . .
C9B C 0.2496(2) 0.9816(2) 0.1765(2) 0.0277(7) Uani 1 1 d . . .
H9BA H 0.1762 0.9951 0.2037 0.033 Uiso 1 1 calc R . .
C10 C 1.1736(2) 0.4466(2) 0.33348(18) 0.0205(6) Uani 1 1 d . . .
C10A C 0.5067(2) 0.74239(19) 0.18165(18) 0.0174(5) Uani 1 1 d . . .
C10B C 0.3699(2) 1.0227(2) 0.24074(19) 0.0232(6) Uani 1 1 d . . .
C11 C 1.2793(2) 0.4912(2) 0.31692(18) 0.0236(6) Uani 1 1 d . . .
H11A H 1.3498 0.4534 0.3034 0.028 Uiso 1 1 calc R . .
C11A C 0.5812(2) 0.80419(19) 0.27801(18) 0.0190(6) Uani 1 1 d . . .
H11B H 0.6690 0.8071 0.2867 0.023 Uiso 1 1 calc R . .
C11B C 0.3792(3) 1.0889(2) 0.3445(2) 0.0286(7) Uani 1 1 d . . .
H11C H 0.3064 1.1059 0.3721 0.034 Uiso 1 1 calc R . .
C12 C 1.2797(2) 0.5884(2) 0.32040(19) 0.0263(6) Uani 1 1 d . . .
H12A H 1.3499 0.6183 0.3098 0.032 Uiso 1 1 calc R . .
C12A C 0.5245(2) 0.86002(19) 0.35884(18) 0.0205(6) Uani 1 1 d . . .
H12B H 0.5727 0.9022 0.4228 0.025 Uiso 1 1 calc R . .
C12B C 0.4953(3) 1.1284(2) 0.4051(2) 0.0274(6) Uani 1 1 d . . .
H12C H 0.5026 1.1738 0.4740 0.033 Uiso 1 1 calc R . .
C13 C 1.1716(2) 0.6437(2) 0.34045(18) 0.0243(6) Uani 1 1 d . . .
H13A H 1.1718 0.7103 0.3420 0.029 Uiso 1 1 calc R . .
C13A C 0.3931(2) 0.85232(19) 0.34322(18) 0.0201(6) Uani 1 1 d . . .
H13B H 0.3553 0.8914 0.3985 0.024 Uiso 1 1 calc R . .
C13B C 0.6023(3) 1.0998(2) 0.3624(2) 0.0265(6) Uani 1 1 d . . .
H13C H 0.6810 1.1257 0.4050 0.032 Uiso 1 1 calc R . .
C14 C 1.0675(2) 0.5087(2) 0.35483(18) 0.0203(6) Uani 1 1 d . . .
C14A C 0.3723(2) 0.73805(18) 0.17289(18) 0.0167(5) Uani 1 1 d . . .
C14B C 0.4851(2) 0.99862(19) 0.20255(19) 0.0210(6) Uani 1 1 d . . .
C15 C 0.9573(2) 0.46447(19) 0.37242(17) 0.0190(6) Uani 1 1 d . . .
C15A C 0.2939(2) 0.67357(18) 0.07437(18) 0.0165(5) Uani 1 1 d . . .
C15B C 0.4773(2) 0.93236(19) 0.09497(18) 0.0197(6) Uani 1 1 d . . .
C16 C 0.8404(2) 0.51291(19) 0.39623(17) 0.0185(6) Uani 1 1 d . . .
C16A C 0.1572(2) 0.65635(19) 0.04799(18) 0.0180(6) Uani 1 1 d . . .
C16B C 0.5801(2) 0.89688(19) 0.04025(19) 0.0213(6) Uani 1 1 d . . .
C17 C 0.9066(2) 0.2016(2) 0.3716(2) 0.0282(6) Uani 1 1 d . . .
H17A H 0.8480 0.1425 0.3192 0.034 Uiso 1 1 calc R . .
H17B H 0.9113 0.1987 0.4349 0.034 Uiso 1 1 calc R . .
C17A C 0.3986(2) 0.5165(2) -0.17241(18) 0.0232(6) Uani 1 1 d . . .
H17C H 0.3892 0.5433 -0.2217 0.028 Uiso 1 1 calc R . .
H17D H 0.3923 0.4390 -0.2079 0.028 Uiso 1 1 calc R . .
C17B C 0.1866(2) 0.8209(2) -0.1056(2) 0.0335(7) Uani 1 1 d . . .
H17E H 0.1591 0.7450 -0.1431 0.040 Uiso 1 1 calc R . .
H17F H 0.1610 0.8537 -0.1489 0.040 Uiso 1 1 calc R . .
C18 C 1.0384(2) 0.1971(2) 0.3431(2) 0.0294(7) Uani 1 1 d . . .
H18A H 1.1012 0.1878 0.3915 0.035 Uiso 1 1 calc R . .
H18B H 1.0375 0.1384 0.2763 0.035 Uiso 1 1 calc R . .
C18A C 0.5275(2) 0.5626(2) -0.09755(17) 0.0209(6) Uani 1 1 d . . .
H18C H 0.5763 0.5054 -0.0974 0.025 Uiso 1 1 calc R . .
H18D H 0.5768 0.6069 -0.1157 0.025 Uiso 1 1 calc R . .
C18B C 0.1296(2) 0.8731(2) -0.00904(19) 0.0290(7) Uani 1 1 d . . .
H18E H 0.0757 0.9271 -0.0106 0.035 Uiso 1 1 calc R . .
H18F H 0.0801 0.8200 -0.0018 0.035 Uiso 1 1 calc R . .
O1W O 1.08943(16) 0.88475(14) 0.32077(13) 0.0311(5) Uani 1 1 d . . .
H1W1 H 1.0218 0.8967 0.2915 0.037 Uiso 1 1 d R . .
H2W1 H 1.1324 0.8474 0.2766 0.037 Uiso 1 1 d R . .
O2W O 0.85176(16) 0.93952(14) 0.27438(14) 0.0359(5) Uani 1 1 d . . .
H1W2 H 0.7845 0.9444 0.2392 0.043 Uiso 0.50 1 d PR . .
H2W2 H 0.8387 0.9645 0.3345 0.043 Uiso 1 1 d R . .
H3W2 H 0.9068 0.9708 0.2594 0.043 Uiso 0.50 1 d PR . .
O3W O 0.80764(18) 0.97316(16) 0.47561(14) 0.0470(6) Uani 1 1 d . A 1
H1W3 H 0.8297 0.9104 0.4573 0.056 Uiso 0.50 1 d PR A 1
H2W3 H 0.8365 1.0212 0.5356 0.056 Uiso 0.50 1 d PR A 1
H3W3 H 0.8063 0.9424 0.5125 0.056 Uiso 0.50 1 d PR A 2
H4W3 H 0.8290 1.0257 0.4663 0.056 Uiso 0.50 1 d PR A 2
O4W O 0.9207(2) 0.79128(16) 0.39187(18) 0.0590(7) Uani 1 1 d . . .
H1W4 H 0.9776 0.8057 0.3655 0.071 Uiso 1 1 d R . .
H2W4 H 0.9222 0.7269 0.3814 0.071 Uiso 1 1 d R . .


_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
N1 C1 1.329(3) . ?
N1 C16 1.360(3) . ?
N1A C1A 1.316(3) . ?
N1A C16A 1.365(3) . ?
N1B C1B 1.323(3) . ?
N1B C16B 1.359(3) . ?
C1 C2 1.383(3) . ?
C1 H1A 0.9300 . ?
C1A C2A 1.392(3) . ?
C1A H1AA 0.9300 . ?
C1B C2B 1.392(4) . ?
C1B H1BA 0.9300 . ?
N2A C13A 1.324(3) . ?
N2A C14A 1.359(3) . ?
N2 C13 1.320(3) . ?
N2 C14 1.355(3) . ?
N2B C13B 1.319(3) . ?
N2B C14B 1.361(3) . ?
C2 C3 1.361(3) . ?
C2 H2A 0.9300 . ?
C2A C3A 1.360(3) . ?
C2A H2AA 0.9300 . ?
C2B C3B 1.363(4) . ?
C2B H2BA 0.9300 . ?
C3 C4 1.405(3) . ?
C3 H3A 0.9300 . ?
C3A C4A 1.403(3) . ?
C3A H3AA 0.9300 . ?
C3B C4B 1.397(4) . ?
C3B H3BA 0.9300 . ?
C4 C16 1.417(3) . ?
C4 C5 1.419(3) . ?
C4A C16A 1.423(3) . ?
C4A C5A 1.428(3) . ?
C4B C5B 1.420(4) . ?
C4B C16B 1.430(3) . ?
C5 C6 1.359(3) . ?
C5 H5A 0.9300 . ?
C5A C6A 1.345(3) . ?
C5A H5AA 0.9300 . ?
C5B C6B 1.339(4) . ?
C5B H5BA 0.9300 . ?
C6 C7 1.414(3) . ?
C6 C17 1.505(3) . ?
C6A C7A 1.417(3) . ?
C6A C17A 1.511(3) . ?
C6B C7B 1.414(3) . ?
C6B C17B 1.505(4) . ?
C7 C15 1.385(3) . ?
C7 C8 1.424(3) . ?
C7A C15A 1.395(3) . ?
C7A C8A 1.424(3) . ?
C7B C15B 1.396(3) . ?
C7B C8B 1.416(3) . ?
C8 C9 1.352(3) . ?
C8 C18 1.500(3) . ?
C8A C9A 1.353(3) . ?
C8A C18A 1.506(3) . ?
C8B C9B 1.344(3) . ?
C8B C18B 1.508(3) . ?
C9 C10 1.420(3) . ?
C9 H9A 0.9300 . ?
C9A C10A 1.424(3) . ?
C9A H9AA 0.9300 . ?
C9B C10B 1.419(4) . ?
C9B H9BA 0.9300 . ?
C10 C11 1.401(3) . ?
C10 C14 1.438(3) . ?
C10A C11A 1.405(3) . ?
C10A C14A 1.428(3) . ?
C10B C11B 1.399(3) . ?
C10B C14B 1.431(3) . ?
C11 C12 1.350(3) . ?
C11 H11A 0.9300 . ?
C11A C12A 1.365(3) . ?
C11A H11B 0.9300 . ?
C11B C12B 1.362(4) . ?
C11B H11C 0.9300 . ?
C12 C13 1.406(3) . ?
C12 H12A 0.9300 . ?
C12A C13A 1.389(3) . ?
C12A H12B 0.9300 . ?
C12B C13B 1.386(3) . ?
C12B H12C 0.9300 . ?
C13 H13A 0.9300 . ?
C13A H13B 0.9300 . ?
C13B H13C 0.9300 . ?
C14 C15 1.447(3) . ?
C14A C15A 1.448(3) . ?
C14B C15B 1.448(3) . ?
C15 C16 1.458(3) . ?
C15A C16A 1.447(3) . ?
C15B C16B 1.446(3) . ?
C17 C18 1.542(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17A C18A 1.557(3) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17B C18B 1.540(3) . ?
C17B H17E 0.9700 . ?
C17B H17F 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18B H18E 0.9700 . ?
C18B H18F 0.9700 . ?
O1W H1W1 0.8500 . ?
O1W H2W1 0.8500 . ?
O2W H1W2 0.8500 . ?
O2W H2W2 0.8500 . ?
O2W H3W2 0.8499 . ?
O3W H1W3 0.8499 . ?
O3W H2W3 0.8500 . ?
O3W H3W3 0.8500 . ?
O3W H4W3 0.8500 . ?
O4W H1W4 0.8500 . ?
O4W H2W4 0.8501 . ?

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
C1 N1 C16 118.3(2) . . ?
C1A N1A C16A 118.6(2) . . ?
C1B N1B C16B 118.3(2) . . ?
N1 C1 C2 124.1(2) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
N1A C1A C2A 124.1(2) . . ?
N1A C1A H1AA 118.0 . . ?
C2A C1A H1AA 118.0 . . ?
N1B C1B C2B 124.6(3) . . ?
N1B C1B H1BA 117.7 . . ?
C2B C1B H1BA 117.7 . . ?
C13A N2A C14A 118.3(2) . . ?
C13 N2 C14 119.1(2) . . ?
C13B N2B C14B 118.3(2) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H2A 120.8 . . ?
C1 C2 H2A 120.8 . . ?
C3A C2A C1A 118.5(2) . . ?
C3A C2A H2AA 120.7 . . ?
C1A C2A H2AA 120.7 . . ?
C3B C2B C1B 117.5(3) . . ?
C3B C2B H2BA 121.3 . . ?
C1B C2B H2BA 121.3 . . ?
C2 C3 C4 120.0(2) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C2A C3A C4A 120.1(2) . . ?
C2A C3A H3AA 120.0 . . ?
C4A C3A H3AA 120.0 . . ?
C2B C3B C4B 121.1(3) . . ?
C2B C3B H3BA 119.4 . . ?
C4B C3B H3BA 119.4 . . ?
C3 C4 C16 117.9(2) . . ?
C3 C4 C5 119.7(2) . . ?
C16 C4 C5 122.4(2) . . ?
C3A C4A C16A 117.8(2) . . ?
C3A C4A C5A 120.4(2) . . ?
C16A C4A C5A 121.8(2) . . ?
C3B C4B C5B 121.0(2) . . ?
C3B C4B C16B 117.2(2) . . ?
C5B C4B C16B 121.7(2) . . ?
C6 C5 C4 118.8(2) . . ?
C6 C5 H5A 120.6 . . ?
C4 C5 H5A 120.6 . . ?
C6A C5A C4A 119.2(2) . . ?
C6A C5A H5AA 120.4 . . ?
C4A C5A H5AA 120.4 . . ?
C6B C5B C4B 119.7(3) . . ?
C6B C5B H5BA 120.2 . . ?
C4B C5B H5BA 120.2 . . ?
C5 C6 C7 119.1(2) . . ?
C5 C6 C17 130.5(2) . . ?
C7 C6 C17 110.3(2) . . ?
C5A C6A C7A 119.5(2) . . ?
C5A C6A C17A 130.9(2) . . ?
C7A C6A C17A 109.6(2) . . ?
C5B C6B C7B 119.5(2) . . ?
C5B C6B C17B 131.1(3) . . ?
C7B C6B C17B 109.3(2) . . ?
C15 C7 C6 125.5(2) . . ?
C15 C7 C8 124.7(2) . . ?
C6 C7 C8 109.8(2) . . ?
C15A C7A C6A 124.8(2) . . ?
C15A C7A C8A 124.7(2) . . ?
C6A C7A C8A 110.5(2) . . ?
C15B C7B C6B 124.5(2) . . ?
C15B C7B C8B 124.7(2) . . ?
C6B C7B C8B 110.7(2) . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 C18 131.6(2) . . ?
C7 C8 C18 109.7(2) . . ?
C9A C8A C7A 119.2(2) . . ?
C9A C8A C18A 130.8(2) . . ?
C7A C8A C18A 109.9(2) . . ?
C9B C8B C7B 119.4(2) . . ?
C9B C8B C18B 131.1(2) . . ?
C7B C8B C18B 109.5(2) . . ?
C8 C9 C10 120.4(2) . . ?
C8 C9 H9A 119.8 . . ?
C10 C9 H9A 119.8 . . ?
C8A C9A C10A 119.3(2) . . ?
C8A C9A H9AA 120.4 . . ?
C10A C9A H9AA 120.4 . . ?
C8B C9B C10B 119.6(2) . . ?
C8B C9B H9BA 120.2 . . ?
C10B C9B H9BA 120.2 . . ?
C11 C10 C9 121.5(2) . . ?
C11 C10 C14 117.4(2) . . ?
C9 C10 C14 121.1(2) . . ?
C11A C10A C9A 120.1(2) . . ?
C11A C10A C14A 117.8(2) . . ?
C9A C10A C14A 122.1(2) . . ?
C11B C10B C9B 120.5(2) . . ?
C11B C10B C14B 117.7(2) . . ?
C9B C10B C14B 121.8(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C12A C11A C10A 119.9(2) . . ?
C12A C11A H11B 120.1 . . ?
C10A C11A H11B 120.1 . . ?
C12B C11B C10B 119.9(2) . . ?
C12B C11B H11C 120.1 . . ?
C10B C11B H11C 120.1 . . ?
C11 C12 C13 118.5(2) . . ?
C11 C12 H12A 120.7 . . ?
C13 C12 H12A 120.7 . . ?
C11A C12A C13A 118.4(2) . . ?
C11A C12A H12B 120.8 . . ?
C13A C12A H12B 120.8 . . ?
C11B C12B C13B 118.8(3) . . ?
C11B C12B H12C 120.6 . . ?
C13B C12B H12C 120.6 . . ?
N2 C13 C12 123.4(2) . . ?
N2 C13 H13A 118.3 . . ?
C12 C13 H13A 118.3 . . ?
N2A C13A C12A 124.3(2) . . ?
N2A C13A H13B 117.8 . . ?
C12A C13A H13B 117.8 . . ?
N2B C13B C12B 124.2(3) . . ?
N2B C13B H13C 117.9 . . ?
C12B C13B H13C 117.9 . . ?
N2 C14 C10 120.8(2) . . ?
N2 C14 C15 120.7(2) . . ?
C10 C14 C15 118.4(2) . . ?
N2A C14A C10A 121.1(2) . . ?
N2A C14A C15A 120.2(2) . . ?
C10A C14A C15A 118.6(2) . . ?
N2B C14B C10B 121.1(2) . . ?
N2B C14B C15B 120.4(2) . . ?
C10B C14B C15B 118.5(2) . . ?
C7 C15 C14 116.7(2) . . ?
C7 C15 C16 115.3(2) . . ?
C14 C15 C16 128.0(2) . . ?
C7A C15A C16A 115.7(2) . . ?
C7A C15A C14A 116.1(2) . . ?
C16A C15A C14A 128.2(2) . . ?
C7B C15B C16B 116.1(2) . . ?
C7B C15B C14B 115.9(2) . . ?
C16B C15B C14B 128.1(2) . . ?
N1 C16 C4 121.2(2) . . ?
N1 C16 C15 120.0(2) . . ?
C4 C16 C15 118.8(2) . . ?
N1A C16A C4A 120.9(2) . . ?
N1A C16A C15A 120.2(2) . . ?
C4A C16A C15A 118.9(2) . . ?
N1B C16B C4B 121.2(2) . . ?
N1B C16B C15B 120.4(2) . . ?
C4B C16B C15B 118.4(2) . . ?
C6 C17 C18 104.6(2) . . ?
C6 C17 H17A 110.8 . . ?
C18 C17 H17A 110.8 . . ?
C6 C17 H17B 110.8 . . ?
C18 C17 H17B 110.8 . . ?
H17A C17 H17B 108.9 . . ?
C6A C17A C18A 105.09(19) . . ?
C6A C17A H17C 110.7 . . ?
C18A C17A H17C 110.7 . . ?
C6A C17A H17D 110.7 . . ?
C18A C17A H17D 110.7 . . ?
H17C C17A H17D 108.8 . . ?
C6B C17B C18B 105.5(2) . . ?
C6B C17B H17E 110.6 . . ?
C18B C17B H17E 110.6 . . ?
C6B C17B H17F 110.6 . . ?
C18B C17B H17F 110.6 . . ?
H17E C17B H17F 108.8 . . ?
C8 C18 C17 105.5(2) . . ?
C8 C18 H18A 110.6 . . ?
C17 C18 H18A 110.6 . . ?
C8 C18 H18B 110.6 . . ?
C17 C18 H18B 110.6 . . ?
H18A C18 H18B 108.8 . . ?
C8A C18A C17A 104.74(19) . . ?
C8A C18A H18C 110.8 . . ?
C17A C18A H18C 110.8 . . ?
C8A C18A H18D 110.8 . . ?
C17A C18A H18D 110.8 . . ?
H18C C18A H18D 108.9 . . ?
C8B C18B C17B 104.8(2) . . ?
C8B C18B H18E 110.8 . . ?
C17B C18B H18E 110.8 . . ?
C8B C18B H18F 110.8 . . ?
C17B C18B H18F 110.8 . . ?
H18E C18B H18F 108.9 . . ?
H1W1 O1W H2W1 109.1 . . ?
H1W2 O2W H2W2 106.3 . . ?
H1W2 O2W H3W2 100.8 . . ?
H2W2 O2W H3W2 121.2 . . ?
H1W3 O3W H2W3 118.6 . . ?
H1W3 O3W H3W3 58.5 . . ?
H2W3 O3W H3W3 74.7 . . ?
H1W3 O3W H4W3 135.0 . . ?
H2W3 O3W H4W3 78.0 . . ?
H3W3 O3W H4W3 152.2 . . ?
H1W4 O4W H2W4 109.2 . . ?

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
C16 N1 C1 C2 -0.5(4) . . . . ?
C16A N1A C1A C2A -0.1(4) . . . . ?
C16B N1B C1B C2B 0.2(4) . . . . ?
N1 C1 C2 C3 -0.3(4) . . . . ?
N1A C1A C2A C3A -0.8(4) . . . . ?
N1B C1B C2B C3B -1.0(4) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C1A C2A C3A C4A 0.8(4) . . . . ?
C1B C2B C3B C4B -0.1(4) . . . . ?
C2 C3 C4 C16 -1.1(3) . . . . ?
C2 C3 C4 C5 177.9(2) . . . . ?
C2A C3A C4A C16A 0.0(4) . . . . ?
C2A C3A C4A C5A -179.1(2) . . . . ?
C2B C3B C4B C5B -177.2(3) . . . . ?
C2B C3B C4B C16B 1.9(4) . . . . ?
C3 C4 C5 C6 -179.0(2) . . . . ?
C16 C4 C5 C6 0.0(4) . . . . ?
C3A C4A C5A C6A 178.4(2) . . . . ?
C16A C4A C5A C6A -0.7(4) . . . . ?
C3B C4B C5B C6B 178.4(2) . . . . ?
C16B C4B C5B C6B -0.6(4) . . . . ?
C4 C5 C6 C7 -1.4(3) . . . . ?
C4 C5 C6 C17 178.6(2) . . . . ?
C4A C5A C6A C7A 2.5(3) . . . . ?
C4A C5A C6A C17A -176.9(2) . . . . ?
C4B C5B C6B C7B 2.3(4) . . . . ?
C4B C5B C6B C17B -179.5(3) . . . . ?
C5 C6 C7 C15 1.8(4) . . . . ?
C17 C6 C7 C15 -178.2(2) . . . . ?
C5 C6 C7 C8 -179.2(2) . . . . ?
C17 C6 C7 C8 0.8(3) . . . . ?
C5A C6A C7A C15A -1.8(4) . . . . ?
C17A C6A C7A C15A 177.7(2) . . . . ?
C5A C6A C7A C8A 177.6(2) . . . . ?
C17A C6A C7A C8A -2.9(3) . . . . ?
C5B C6B C7B C15B -0.8(4) . . . . ?
C17B C6B C7B C15B -179.3(2) . . . . ?
C5B C6B C7B C8B 179.1(2) . . . . ?
C17B C6B C7B C8B 0.6(3) . . . . ?
C15 C7 C8 C9 0.0(4) . . . . ?
C6 C7 C8 C9 -179.0(2) . . . . ?
C15 C7 C8 C18 -179.5(2) . . . . ?
C6 C7 C8 C18 1.5(3) . . . . ?
C15A C7A C8A C9A 0.5(4) . . . . ?
C6A C7A C8A C9A -178.9(2) . . . . ?
C15A C7A C8A C18A -179.7(2) . . . . ?
C6A C7A C8A C18A 1.0(3) . . . . ?
C15B C7B C8B C9B 0.9(4) . . . . ?
C6B C7B C8B C9B -179.0(2) . . . . ?
C15B C7B C8B C18B -178.9(2) . . . . ?
C6B C7B C8B C18B 1.2(3) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C18 C8 C9 C10 178.9(3) . . . . ?
C7A C8A C9A C10A -0.1(3) . . . . ?
C18A C8A C9A C10A -180.0(2) . . . . ?
C7B C8B C9B C10B 2.5(4) . . . . ?
C18B C8B C9B C10B -177.8(3) . . . . ?
C8 C9 C10 C11 -179.5(2) . . . . ?
C8 C9 C10 C14 0.3(4) . . . . ?
C8A C9A C10A C11A 179.9(2) . . . . ?
C8A C9A C10A C14A -0.9(4) . . . . ?
C8B C9B C10B C11B 176.2(2) . . . . ?
C8B C9B C10B C14B -3.6(4) . . . . ?
C9 C10 C11 C12 179.4(2) . . . . ?
C14 C10 C11 C12 -0.5(4) . . . . ?
C9A C10A C11A C12A 177.4(2) . . . . ?
C14A C10A C11A C12A -1.9(3) . . . . ?
C9B C10B C11B C12B -179.5(2) . . . . ?
C14B C10B C11B C12B 0.4(4) . . . . ?
C10 C11 C12 C13 -0.3(4) . . . . ?
C10A C11A C12A C13A 1.1(3) . . . . ?
C10B C11B C12B C13B -1.4(4) . . . . ?
C14 N2 C13 C12 -0.4(4) . . . . ?
C11 C12 C13 N2 0.8(4) . . . . ?
C14A N2A C13A C12A -1.8(4) . . . . ?
C11A C12A C13A N2A 0.8(4) . . . . ?
C14B N2B C13B C12B -0.9(4) . . . . ?
C11B C12B C13B N2B 1.8(4) . . . . ?
C13 N2 C14 C10 -0.5(3) . . . . ?
C13 N2 C14 C15 -179.7(2) . . . . ?
C11 C10 C14 N2 0.9(3) . . . . ?
C9 C10 C14 N2 -178.9(2) . . . . ?
C11 C10 C14 C15 -179.9(2) . . . . ?
C9 C10 C14 C15 0.3(3) . . . . ?
C13A N2A C14A C10A 0.9(3) . . . . ?
C13A N2A C14A C15A -179.0(2) . . . . ?
C11A C10A C14A N2A 0.9(3) . . . . ?
C9A C10A C14A N2A -178.4(2) . . . . ?
C11A C10A C14A C15A -179.2(2) . . . . ?
C9A C10A C14A C15A 1.5(3) . . . . ?
C13B N2B C14B C10B -0.3(3) . . . . ?
C13B N2B C14B C15B 178.7(2) . . . . ?
C11B C10B C14B N2B 0.5(3) . . . . ?
C9B C10B C14B N2B -179.6(2) . . . . ?
C11B C10B C14B C15B -178.5(2) . . . . ?
C9B C10B C14B C15B 1.4(4) . . . . ?
C6 C7 C15 C14 179.5(2) . . . . ?
C8 C7 C15 C14 0.6(4) . . . . ?
C6 C7 C15 C16 -0.5(3) . . . . ?
C8 C7 C15 C16 -179.4(2) . . . . ?
N2 C14 C15 C7 178.5(2) . . . . ?
C10 C14 C15 C7 -0.7(3) . . . . ?
N2 C14 C15 C16 -1.5(4) . . . . ?
C10 C14 C15 C16 179.3(2) . . . . ?
C6A C7A C15A C16A -0.8(3) . . . . ?
C8A C7A C15A C16A 179.9(2) . . . . ?
C6A C7A C15A C14A 179.4(2) . . . . ?
C8A C7A C15A C14A 0.2(3) . . . . ?
N2A C14A C15A C7A 178.8(2) . . . . ?
C10A C14A C15A C7A -1.1(3) . . . . ?
N2A C14A C15A C16A -0.9(4) . . . . ?
C10A C14A C15A C16A 179.1(2) . . . . ?
C6B C7B C15B C16B -2.4(3) . . . . ?
C8B C7B C15B C16B 177.8(2) . . . . ?
C6B C7B C15B C14B 176.9(2) . . . . ?
C8B C7B C15B C14B -3.0(4) . . . . ?
N2B C14B C15B C7B -177.2(2) . . . . ?
C10B C14B C15B C7B 1.8(3) . . . . ?
N2B C14B C15B C16B 1.9(4) . . . . ?
C10B C14B C15B C16B -179.1(2) . . . . ?
C1 N1 C16 C4 0.6(3) . . . . ?
C1 N1 C16 C15 -179.4(2) . . . . ?
C3 C4 C16 N1 0.2(3) . . . . ?
C5 C4 C16 N1 -178.7(2) . . . . ?
C3 C4 C16 C15 -179.8(2) . . . . ?
C5 C4 C16 C15 1.2(3) . . . . ?
C7 C15 C16 N1 179.0(2) . . . . ?
C14 C15 C16 N1 -1.0(4) . . . . ?
C7 C15 C16 C4 -0.9(3) . . . . ?
C14 C15 C16 C4 179.1(2) . . . . ?
C1A N1A C16A C4A 1.0(3) . . . . ?
C1A N1A C16A C15A -178.9(2) . . . . ?
C3A C4A C16A N1A -1.0(3) . . . . ?
C5A C4A C16A N1A 178.1(2) . . . . ?
C3A C4A C16A C15A 179.0(2) . . . . ?
C5A C4A C16A C15A -1.9(3) . . . . ?
C7A C15A C16A N1A -177.5(2) . . . . ?
C14A C15A C16A N1A 2.2(4) . . . . ?
C7A C15A C16A C4A 2.5(3) . . . . ?
C14A C15A C16A C4A -177.8(2) . . . . ?
C1B N1B C16B C4B 1.7(4) . . . . ?
C1B N1B C16B C15B -179.5(2) . . . . ?
C3B C4B C16B N1B -2.8(4) . . . . ?
C5B C4B C16B N1B 176.3(2) . . . . ?
C3B C4B C16B C15B 178.4(2) . . . . ?
C5B C4B C16B C15B -2.5(4) . . . . ?
C7B C15B C16B N1B -175.0(2) . . . . ?
C14B C15B C16B N1B 5.9(4) . . . . ?
C7B C15B C16B C4B 3.8(3) . . . . ?
C14B C15B C16B C4B -175.3(2) . . . . ?
C5 C6 C17 C18 177.4(3) . . . . ?
C7 C6 C17 C18 -2.6(3) . . . . ?
C5A C6A C17A C18A -177.0(3) . . . . ?
C7A C6A C17A C18A 3.6(3) . . . . ?
C5B C6B C17B C18B 179.6(3) . . . . ?
C7B C6B C17B C18B -2.0(3) . . . . ?
C9 C8 C18 C17 177.5(3) . . . . ?
C7 C8 C18 C17 -3.0(3) . . . . ?
C6 C17 C18 C8 3.3(3) . . . . ?
C9A C8A C18A C17A -178.9(3) . . . . ?
C7A C8A C18A C17A 1.3(3) . . . . ?
C6A C17A C18A C8A -2.9(2) . . . . ?
C9B C8B C18B C17B 177.8(3) . . . . ?
C7B C8B C18B C17B -2.4(3) . . . . ?
C6B C17B C18B C8B 2.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag









O1W H1W1 O2W 1_555 0.850 1.949 2.757(3) 158 ?
O1W H2W1 N2A 1_655 0.850 2.171 2.903(3) 144 ?
O1W H2W1 N1A 1_655 0.850 2.260 2.922(3) 135 ?
O2W H1W2 N1B 1_555 0.850 2.132 2.858(3) 143 ?
O2W H1W2 N2B 1_555 0.850 2.389 3.077(3) 138 ?
O2W H2W2 O3W_a 1_555 0.850 2.161 2.977(3) 161 ?
O3W H1W3_a O4W 1_555 0.850 1.900 2.702(3) 157 ?
O3W H2W3_a O1W 2_776 0.850 1.975 2.818(3) 172 ?
O4W H1W4 O1W 1_555 0.850 2.015 2.835(3) 162 ?
O4W H2W4 N1 1_555 0.850 2.101 2.813(3) 141 ?
O4W H2W4 N2 1_555 0.850 2.295 2.973(3) 137 ?



_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.054
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
_exptl_crystal_preparation       Luminescent
