#------------------------------------------------------------------------------
#$Date: 2022-09-20 11:32:02 +0300 (Tue, 20 Sep 2022) $
#$Revision: 277994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/31/1563166.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1563166
loop_
_publ_author_name
'Wang, Shengnan'
'Liu, Gang'
'Wu, Zhichao'
_publ_section_title
;
 1,1'-(Ethane-1,2-diyl)bis(4-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}pyridin-1-ium)
 dibromide ethanol 0.67-solvate
;
_journal_coeditor_code           HB4370
_journal_issue                   6
_journal_name_full               IUCrData
_journal_page_first              x210396
_journal_paper_doi               10.1107/S2414314621003965
_journal_volume                  6
_journal_year                    2021
_chemical_formula_iupac          'C32 H36 N4 2+, 2Br -, 2/3 C2 H6 O'
_chemical_formula_moiety         'C32 H36 N4 2+, 2(Br -), 2/3(C2 H6 O)'
_chemical_formula_sum            'C33.33333 H40 Br2 N4 O0.66667'
_chemical_formula_weight         667.18
_chemical_name_systematic
'1,1'-(Ethane-1,2-diyl)bis(4-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}pyridin-1-ium) dibromide ethanol 0.67-solvate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_cell_angle_alpha                94.222(7)
_cell_angle_beta                 103.853(5)
_cell_angle_gamma                100.292(4)
_cell_formula_units_Z            3
_cell_length_a                   9.652(3)
_cell_length_b                   14.867(6)
_cell_length_c                   17.914(6)
_cell_measurement_reflns_used    3435
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.093
_cell_measurement_theta_min      2.360
_cell_volume                     2437.4(15)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2014/7 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT  (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0920
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17772
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.719
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    2.524
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2013)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       block
_exptl_crystal_F_000             1030
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.302
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     549
_refine_ls_number_reflns         8543
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.1186
_refine_ls_R_factor_gt           0.0524
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0713P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1231
_refine_ls_wR_factor_ref         0.1528
_reflns_number_gt                4501
_reflns_number_total             8543
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb4370sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
;

2022-09-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C100 H120 Br6 N12 O2'
_cod_original_formula_weight         2001.53
_cod_original_formula_moiety         '3(C32 H36 N4 2+), 6(Br -), 2(C2 H6 O)'
_cod_original_formula_iupac          '3C32 H36 N4 2+, 6Br -, 2C2 H6 O'
_cod_original_formula_units_Z            1
_cod_original_cell_volume        2437.2(15)
_cod_database_code               1563166
_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.
;
_shelx_estimated_absorpt_t_min   0.646
_shelx_estimated_absorpt_t_max   0.752
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 1.13112(6) 0.29512(4) 0.27321(4) 0.0854(2) Uani d 1 . .
Br Br2 0.50470(6) -0.07151(4) 0.37597(4) 0.0820(2) Uani d 1 . .
Br Br3 1.15643(6) 0.35699(4) 0.55618(4) 0.0806(2) Uani d 1 . .
O O1 1.0330(7) 0.6062(4) 0.8733(3) 0.1303(18) Uani d 1 . .
H H1 0.9961 0.6363 0.8402 0.195 Uiso calc 1 . .
C C49 1.0734(8) 0.5353(5) 0.8390(5) 0.123(3) Uani d 1 . .
H H49A 1.1410 0.5577 0.8090 0.148 Uiso calc 1 . .
H H49B 0.9890 0.4944 0.8045 0.148 Uiso calc 1 . .
C C50 1.1475(8) 0.4838(5) 0.9044(4) 0.120(3) Uani d 1 . .
H H50A 1.1850 0.4354 0.8825 0.179 Uiso calc 1 . .
H H50B 1.0774 0.4578 0.9310 0.179 Uiso calc 1 . .
H H50C 1.2260 0.5262 0.9403 0.179 Uiso calc 1 . .
N N1 0.7483(4) 0.2030(3) 0.4151(2) 0.0515(10) Uani d 1 . .
N N2 0.3218(5) 0.7345(3) 0.1126(3) 0.0759(14) Uani d 1 . .
N N3 1.6135(4) -0.2920(3) 0.9295(3) 0.0683(12) Uani d 1 . .
N N6 0.9098(4) 0.0969(3) 0.5900(2) 0.0505(10) Uani d 1 . .
C C1 0.6117(5) 0.3269(3) 0.3307(3) 0.0520(12) Uani d 1 . .
C C2 0.7631(6) 0.3331(4) 0.3485(3) 0.0711(16) Uani d 1 . .
H H2 0.8204 0.3801 0.3312 0.085 Uiso calc 1 . .
C C3 0.8288(6) 0.2718(4) 0.3907(3) 0.0691(15) Uani d 1 . .
H H3 0.9295 0.2782 0.4024 0.083 Uiso calc 1 . .
C C4 0.5337(5) 0.2541(3) 0.3578(3) 0.0606(14) Uani d 1 . .
H H4 0.4329 0.2464 0.3476 0.073 Uiso calc 1 . .
C C5 0.6025(5) 0.1939(3) 0.3991(3) 0.0644(15) Uani d 1 . .
H H5 0.5478 0.1457 0.4164 0.077 Uiso calc 1 . .
C C6 0.5360(5) 0.3892(3) 0.2860(3) 0.0535(13) Uani d 1 . .
H H6 0.4358 0.3703 0.2658 0.064 Uiso calc 1 . .
C C7 0.5971(5) 0.4701(3) 0.2716(3) 0.0570(13) Uani d 1 . .
H H7 0.6978 0.4873 0.2905 0.068 Uiso calc 1 . .
C C8 0.5247(5) 0.5361(3) 0.2292(3) 0.0504(12) Uani d 1 . .
C C9 0.6003(5) 0.6249(4) 0.2298(3) 0.0663(15) Uani d 1 . .
H H9 0.6980 0.6412 0.2569 0.080 Uiso calc 1 . .
C C10 0.3785(6) 0.5151(3) 0.1871(3) 0.0615(14) Uani d 1 . .
H H10 0.3237 0.4565 0.1856 0.074 Uiso calc 1 . .
C C11 0.3139(6) 0.5793(3) 0.1479(3) 0.0642(15) Uani d 1 . .
H H11 0.2172 0.5624 0.1192 0.077 Uiso calc 1 . .
C C12 0.3894(5) 0.6690(3) 0.1498(3) 0.0553(13) Uani d 1 . .
C C13 0.5350(6) 0.6894(4) 0.1916(3) 0.0716(16) Uani d 1 . .
H H13 0.5897 0.7482 0.1937 0.086 Uiso calc 1 . .
C C14 0.4026(6) 0.8251(4) 0.1136(4) 0.105(2) Uani d 1 . .
H H14A 0.4590 0.8482 0.1654 0.157 Uiso calc 1 . .
H H14B 0.3364 0.8648 0.0959 0.157 Uiso calc 1 . .
H H14C 0.4665 0.8233 0.0801 0.157 Uiso calc 1 . .
C C15 0.1759(6) 0.7097(4) 0.0636(3) 0.0824(18) Uani d 1 . .
H H15A 0.1730 0.6661 0.0207 0.124 Uiso calc 1 . .
H H15B 0.1460 0.7638 0.0446 0.124 Uiso calc 1 . .
H H15C 0.1111 0.6827 0.0927 0.124 Uiso calc 1 . .
C C16 0.8186(5) 0.1359(3) 0.4603(3) 0.0534(13) Uani d 1 . .
H H16A 0.9156 0.1382 0.4532 0.064 Uiso calc 1 . .
H H16B 0.7622 0.0740 0.4421 0.064 Uiso calc 1 . .
C C17 0.8276(5) 0.1588(3) 0.5442(3) 0.0544(13) Uani d 1 . .
H H17A 0.8765 0.2225 0.5613 0.065 Uiso calc 1 . .
H H17B 0.7303 0.1511 0.5520 0.065 Uiso calc 1 . .
C C18 0.8412(5) 0.0155(3) 0.6034(3) 0.0628(14) Uani d 1 . .
H H18 0.7411 -0.0031 0.5826 0.075 Uiso calc 1 . .
C C19 1.0551(5) 0.1230(3) 0.6184(3) 0.0552(13) Uani d 1 . .
H H19 1.1028 0.1787 0.6077 0.066 Uiso calc 1 . .
C C20 0.9152(5) -0.0404(3) 0.6468(3) 0.0635(14) Uani d 1 . .
H H20 0.8651 -0.0968 0.6550 0.076 Uiso calc 1 . .
C C21 1.0662(5) -0.0144(3) 0.6794(3) 0.0478(12) Uani d 1 . .
C C22 1.1335(5) 0.0697(3) 0.6623(3) 0.0540(13) Uani d 1 . .
H H22 1.2337 0.0896 0.6813 0.065 Uiso calc 1 . .
C C23 1.1428(5) -0.0742(3) 0.7272(3) 0.0526(13) Uani d 1 . .
H H23 1.0862 -0.1232 0.7427 0.063 Uiso calc 1 . .
C C24 1.2871(6) -0.0651(3) 0.7510(3) 0.0541(13) Uani d 1 . .
H H24 1.3425 -0.0153 0.7359 0.065 Uiso calc 1 . .
C C25 1.3682(5) -0.1241(3) 0.7977(3) 0.0504(12) Uani d 1 . .
C C26 1.3820(5) -0.2511(3) 0.8750(3) 0.0557(13) Uani d 1 . .
H H26 1.3346 -0.2974 0.8976 0.067 Uiso calc 1 . .
C C27 1.3024(5) -0.1962(3) 0.8305(3) 0.0588(14) Uani d 1 . .
H H27 1.2016 -0.2080 0.8223 0.071 Uiso calc 1 . .
C C28 1.5339(5) -0.2374(3) 0.8861(3) 0.0530(13) Uani d 1 . .
C C29 1.5983(5) -0.1674(3) 0.8506(3) 0.0638(14) Uani d 1 . .
H H29 1.6980 -0.1582 0.8551 0.077 Uiso calc 1 . .
C C30 1.5184(5) -0.1116(3) 0.8091(3) 0.0590(14) Uani d 1 . .
H H30 1.5662 -0.0640 0.7879 0.071 Uiso calc 1 . .
C C31 1.5453(6) -0.3641(4) 0.9673(4) 0.0896(19) Uani d 1 . .
H H31A 1.4932 -0.3382 1.0000 0.134 Uiso calc 1 . .
H H31B 1.6189 -0.3914 0.9981 0.134 Uiso calc 1 . .
H H31C 1.4788 -0.4104 0.9288 0.134 Uiso calc 1 . .
C C32 1.7695(5) -0.2821(4) 0.9372(3) 0.0757(16) Uani d 1 . .
H H32A 1.7882 -0.2806 0.8870 0.114 Uiso calc 1 . .
H H32B 1.8026 -0.3334 0.9602 0.114 Uiso calc 1 . .
H H32C 1.8205 -0.2259 0.9696 0.114 Uiso calc 1 . .
N N4 0.6240(4) 0.4654(2) 0.5851(2) 0.0469(10) Uani d 1 . .
N N5 1.1525(4) -0.0005(3) 0.9282(2) 0.0664(12) Uani d 1 . .
C C33 0.5267(5) 0.5205(3) 0.5418(2) 0.0505(12) Uani d 1 . .
H H33A 0.5790 0.5835 0.5455 0.061 Uiso calc 1 . .
H H33B 0.4444 0.5213 0.5639 0.061 Uiso calc 1 . .
C C34 0.5649(5) 0.3890(3) 0.6118(3) 0.0534(13) Uani d 1 . .
H H34 0.4642 0.3724 0.6025 0.064 Uiso calc 1 . .
C C35 0.7694(5) 0.4882(3) 0.5966(3) 0.0673(15) Uani d 1 . .
H H35 0.8105 0.5396 0.5769 0.081 Uiso calc 1 . .
C C36 0.8567(5) 0.4360(3) 0.6370(3) 0.0631(15) Uani d 1 . .
H H36 0.9570 0.4528 0.6442 0.076 Uiso calc 1 . .
C C37 0.6502(5) 0.3360(3) 0.6520(3) 0.0515(12) Uani d 1 . .
H H37 0.6068 0.2834 0.6694 0.062 Uiso calc 1 . .
C C38 0.8017(5) 0.3593(3) 0.6676(2) 0.0423(11) Uani d 1 . .
C C39 0.8966(5) 0.3074(3) 0.7133(3) 0.0477(12) Uani d 1 . .
H H39 0.9966 0.3300 0.7249 0.057 Uiso calc 1 . .
C C40 0.8500(5) 0.2291(3) 0.7397(3) 0.0473(12) Uani d 1 . .
H H40 0.7497 0.2073 0.7250 0.057 Uiso calc 1 . .
C C41 0.9335(5) 0.1731(3) 0.7881(3) 0.0465(12) Uani d 1 . .
C C42 0.8636(5) 0.0878(3) 0.8015(3) 0.0591(14) Uani d 1 . .
H H42 0.7645 0.0684 0.7783 0.071 Uiso calc 1 . .
C C43 1.0821(5) 0.1978(3) 0.8244(3) 0.0525(12) Uani d 1 . .
H H43 1.1339 0.2541 0.8172 0.063 Uiso calc 1 . .
C C44 1.1547(5) 0.1424(3) 0.8701(3) 0.0509(12) Uani d 1 . .
H H44 1.2539 0.1622 0.8931 0.061 Uiso calc 1 . .
C C45 1.0831(5) 0.0564(3) 0.8833(3) 0.0490(12) Uani d 1 . .
C C46 0.9333(5) 0.0314(3) 0.8468(3) 0.0626(14) Uani d 1 . .
H H46 0.8807 -0.0248 0.8538 0.075 Uiso calc 1 . .
C C47 1.0752(6) -0.0900(4) 0.9372(3) 0.0810(18) Uani d 1 . .
H H47A 1.0364 -0.1261 0.8873 0.122 Uiso calc 1 . .
H H47B 0.9969 -0.0828 0.9600 0.122 Uiso calc 1 . .
H H47C 1.1409 -0.1207 0.9700 0.122 Uiso calc 1 . .
C C48 1.3083(5) 0.0216(4) 0.9599(3) 0.0752(16) Uani d 1 . .
H H48A 1.3555 0.0257 0.9185 0.113 Uiso calc 1 . .
H H48B 1.3380 -0.0258 0.9900 0.113 Uiso calc 1 . .
H H48C 1.3352 0.0795 0.9924 0.113 Uiso calc 1 . .
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'
Br Br -0.2901 2.4595 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C49 O1 H1 . . 109.5 ?
O1 C49 H49A . . 110.3 ?
O1 C49 H49B . . 110.3 ?
O1 C49 C50 . . 106.9(7) ?
H49A C49 H49B . . 108.6 ?
C50 C49 H49A . . 110.3 ?
C50 C49 H49B . . 110.3 ?
C49 C50 H50A . . 109.5 ?
C49 C50 H50B . . 109.5 ?
C49 C50 H50C . . 109.5 ?
H50A C50 H50B . . 109.5 ?
H50A C50 H50C . . 109.5 ?
H50B C50 H50C . . 109.5 ?
C3 N1 C5 . . 120.3(4) ?
C3 N1 C16 . . 120.4(4) ?
C5 N1 C16 . . 119.3(4) ?
C12 N2 C14 . . 120.4(4) ?
C12 N2 C15 . . 121.1(5) ?
C14 N2 C15 . . 117.9(4) ?
C28 N3 C31 . . 121.5(4) ?
C28 N3 C32 . . 121.3(4) ?
C31 N3 C32 . . 117.2(4) ?
C18 N6 C17 . . 120.9(4) ?
C18 N6 C19 . . 119.6(4) ?
C19 N6 C17 . . 119.6(4) ?
C2 C1 C6 . . 124.3(5) ?
C4 C1 C2 . . 115.6(4) ?
C4 C1 C6 . . 120.1(4) ?
C1 C2 H2 . . 119.1 ?
C3 C2 C1 . . 121.7(5) ?
C3 C2 H2 . . 119.1 ?
N1 C3 C2 . . 120.1(5) ?
N1 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C1 C4 H4 . . 119.4 ?
C5 C4 C1 . . 121.1(5) ?
C5 C4 H4 . . 119.4 ?
N1 C5 C4 . . 121.2(5) ?
N1 C5 H5 . . 119.4 ?
C4 C5 H5 . . 119.4 ?
C1 C6 H6 . . 117.3 ?
C7 C6 C1 . . 125.5(5) ?
C7 C6 H6 . . 117.3 ?
C6 C7 H7 . . 116.4 ?
C6 C7 C8 . . 127.3(5) ?
C8 C7 H7 . . 116.4 ?
C9 C8 C7 . . 120.3(4) ?
C9 C8 C10 . . 116.6(4) ?
C10 C8 C7 . . 123.1(5) ?
C8 C9 H9 . . 119.0 ?
C13 C9 C8 . . 121.9(5) ?
C13 C9 H9 . . 119.0 ?
C8 C10 H10 . . 119.3 ?
C11 C10 C8 . . 121.5(5) ?
C11 C10 H10 . . 119.3 ?
C10 C11 H11 . . 119.1 ?
C10 C11 C12 . . 121.8(5) ?
C12 C11 H11 . . 119.1 ?
N2 C12 C11 . . 121.5(5) ?
N2 C12 C13 . . 122.1(5) ?
C13 C12 C11 . . 116.4(5) ?
C9 C13 C12 . . 121.8(5) ?
C9 C13 H13 . . 119.1 ?
C12 C13 H13 . . 119.1 ?
N2 C14 H14A . . 109.5 ?
N2 C14 H14B . . 109.5 ?
N2 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N2 C15 H15A . . 109.5 ?
N2 C15 H15B . . 109.5 ?
N2 C15 H15C . . 109.5 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
N1 C16 H16A . . 109.8 ?
N1 C16 H16B . . 109.8 ?
N1 C16 C17 . . 109.5(4) ?
H16A C16 H16B . . 108.2 ?
C17 C16 H16A . . 109.8 ?
C17 C16 H16B . . 109.8 ?
C16 C17 H17A . . 109.8 ?
C16 C17 H17B . . 109.8 ?
H17A C17 H17B . . 108.3 ?
C20 C18 H18 . . 119.4 ?
C22 C19 H19 . . 119.3 ?
C18 C20 H20 . . 119.5 ?
C18 C20 C21 . . 121.0(5) ?
C21 C20 H20 . . 119.5 ?
C20 C21 C23 . . 120.2(4) ?
C22 C21 C20 . . 115.8(4) ?
C22 C21 C23 . . 124.0(4) ?
C19 C22 C21 . . 121.0(5) ?
C19 C22 H22 . . 119.5 ?
C21 C22 H22 . . 119.5 ?
C21 C23 H23 . . 117.1 ?
C24 C23 C21 . . 125.9(5) ?
C24 C23 H23 . . 117.1 ?
C23 C24 H24 . . 116.2 ?
C23 C24 C25 . . 127.6(5) ?
C25 C24 H24 . . 116.2 ?
C27 C25 C24 . . 123.2(4) ?
C27 C25 C30 . . 116.7(4) ?
C30 C25 C24 . . 120.1(4) ?
C27 C26 H26 . . 119.7 ?
C27 C26 C28 . . 120.5(5) ?
C28 C26 H26 . . 119.7 ?
C25 C27 H27 . . 119.0 ?
C26 C27 C25 . . 122.1(4) ?
C26 C27 H27 . . 119.0 ?
N3 C28 C26 . . 121.0(4) ?
N3 C28 C29 . . 122.0(5) ?
C29 C28 C26 . . 117.1(4) ?
C28 C29 H29 . . 119.2 ?
C30 C29 C28 . . 121.6(5) ?
C30 C29 H29 . . 119.2 ?
C25 C30 H30 . . 119.0 ?
C29 C30 C25 . . 122.0(5) ?
C29 C30 H30 . . 119.0 ?
N3 C31 H31A . . 109.5 ?
N3 C31 H31B . . 109.5 ?
N3 C31 H31C . . 109.5 ?
H31A C31 H31B . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
N3 C32 H32A . . 109.5 ?
N3 C32 H32B . . 109.5 ?
N3 C32 H32C . . 109.5 ?
H32A C32 H32B . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C34 N4 C33 . . 119.0(4) ?
C35 N4 C33 . . 121.4(4) ?
C35 N4 C34 . . 119.6(4) ?
C45 N5 C47 . . 120.8(4) ?
C45 N5 C48 . . 120.9(4) ?
C48 N5 C47 . . 117.8(4) ?
N4 C33 C33 . 2_666 109.5(4) ?
N4 C33 H33A . . 109.8 ?
N4 C33 H33B . . 109.8 ?
C33 C33 H33A 2_666 . 109.8 ?
C33 C33 H33B 2_666 . 109.8 ?
H33A C33 H33B . . 108.2 ?
N4 C34 H34 . . 119.4 ?
N4 C34 C37 . . 121.1(4) ?
C37 C34 H34 . . 119.4 ?
N4 C35 H35 . . 119.9 ?
N4 C35 C36 . . 120.1(5) ?
C36 C35 H35 . . 119.9 ?
C35 C36 H36 . . 118.8 ?
C35 C36 C38 . . 122.3(4) ?
C38 C36 H36 . . 118.8 ?
C34 C37 H37 . . 119.5 ?
C34 C37 C38 . . 121.0(4) ?
C38 C37 H37 . . 119.5 ?
C36 C38 C37 . . 115.8(4) ?
C36 C38 C39 . . 121.4(4) ?
C37 C38 C39 . . 122.8(4) ?
C38 C39 H39 . . 117.9 ?
C40 C39 C38 . . 124.2(4) ?
C40 C39 H39 . . 117.9 ?
C39 C40 H40 . . 115.4 ?
C39 C40 C41 . . 129.2(4) ?
C41 C40 H40 . . 115.4 ?
C42 C41 C40 . . 119.4(4) ?
C42 C41 C43 . . 115.4(4) ?
C43 C41 C40 . . 125.2(4) ?
C41 C42 H42 . . 118.4 ?
C46 C42 C41 . . 123.2(4) ?
C46 C42 H42 . . 118.4 ?
C41 C43 H43 . . 118.7 ?
C44 C43 C41 . . 122.6(4) ?
C44 C43 H43 . . 118.7 ?
C43 C44 H44 . . 119.2 ?
C43 C44 C45 . . 121.6(4) ?
C45 C44 H44 . . 119.2 ?
N5 C45 C44 . . 123.0(4) ?
N5 C45 C46 . . 121.1(4) ?
C46 C45 C44 . . 115.9(4) ?
C42 C46 C45 . . 121.3(5) ?
C42 C46 H46 . . 119.4 ?
C45 C46 H46 . . 119.4 ?
N5 C47 H47A . . 109.5 ?
N5 C47 H47B . . 109.5 ?
N5 C47 H47C . . 109.5 ?
H47A C47 H47B . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
N5 C48 H48A . . 109.5 ?
N5 C48 H48B . . 109.5 ?
N5 C48 H48C . . 109.5 ?
H48A C48 H48B . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 H1 . 0.8200 ?
O1 C49 . 1.344(7) ?
C49 H49A . 0.9700 ?
C49 H49B . 0.9700 ?
C49 C50 . 1.549(10) ?
C50 H50A . 0.9600 ?
C50 H50B . 0.9600 ?
C50 H50C . 0.9600 ?
N1 C3 . 1.336(6) ?
N1 C5 . 1.347(6) ?
N1 C16 . 1.486(6) ?
N2 C12 . 1.389(6) ?
N2 C14 . 1.428(6) ?
N2 C15 . 1.438(6) ?
N3 C28 . 1.372(6) ?
N3 C31 . 1.453(6) ?
N3 C32 . 1.458(6) ?
N6 C17 . 1.487(6) ?
N6 C18 . 1.339(6) ?
N6 C19 . 1.345(6) ?
C1 C2 . 1.403(7) ?
C1 C4 . 1.390(6) ?
C1 C6 . 1.451(6) ?
C2 H2 . 0.9300 ?
C2 C3 . 1.373(7) ?
C3 H3 . 0.9300 ?
C4 H4 . 0.9300 ?
C4 C5 . 1.366(7) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C6 C7 . 1.315(6) ?
C7 H7 . 0.9300 ?
C7 C8 . 1.459(6) ?
C8 C9 . 1.386(6) ?
C8 C10 . 1.399(6) ?
C9 H9 . 0.9300 ?
C9 C13 . 1.376(7) ?
C10 H10 . 0.9300 ?
C10 C11 . 1.377(6) ?
C11 H11 . 0.9300 ?
C11 C12 . 1.394(6) ?
C12 C13 . 1.392(6) ?
C13 H13 . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C16 C17 . 1.495(6) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18 . 0.9300 ?
C18 C20 . 1.359(7) ?
C19 H19 . 0.9300 ?
C19 C22 . 1.356(6) ?
C20 H20 . 0.9300 ?
C20 C21 . 1.404(6) ?
C21 C22 . 1.393(6) ?
C21 C23 . 1.454(6) ?
C22 H22 . 0.9300 ?
C23 H23 . 0.9300 ?
C23 C24 . 1.334(6) ?
C24 H24 . 0.9300 ?
C24 C25 . 1.457(6) ?
C25 C27 . 1.387(6) ?
C25 C30 . 1.391(6) ?
C26 H26 . 0.9300 ?
C26 C27 . 1.385(6) ?
C26 C28 . 1.407(6) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.390(6) ?
C29 H29 . 0.9300 ?
C29 C30 . 1.371(6) ?
C30 H30 . 0.9300 ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
N4 C33 . 1.476(5) ?
N4 C34 . 1.349(5) ?
N4 C35 . 1.345(6) ?
N5 C45 . 1.363(6) ?
N5 C47 . 1.445(6) ?
N5 C48 . 1.442(6) ?
C33 C33 2_666 1.505(8) ?
C33 H33A . 0.9700 ?
C33 H33B . 0.9700 ?
C34 H34 . 0.9300 ?
C34 C37 . 1.360(6) ?
C35 H35 . 0.9300 ?
C35 C36 . 1.365(6) ?
C36 H36 . 0.9300 ?
C36 C38 . 1.377(6) ?
C37 H37 . 0.9300 ?
C37 C38 . 1.395(6) ?
C38 C39 . 1.447(6) ?
C39 H39 . 0.9300 ?
C39 C40 . 1.333(6) ?
C40 H40 . 0.9300 ?
C40 C41 . 1.452(6) ?
C41 C42 . 1.391(6) ?
C41 C43 . 1.395(6) ?
C42 H42 . 0.9300 ?
C42 C46 . 1.363(6) ?
C43 H43 . 0.9300 ?
C43 C44 . 1.367(6) ?
C44 H44 . 0.9300 ?
C44 C45 . 1.406(6) ?
C45 C46 . 1.405(6) ?
C46 H46 . 0.9300 ?
C47 H47A . 0.9600 ?
C47 H47B . 0.9600 ?
C47 H47C . 0.9600 ?
C48 H48A . 0.9600 ?
C48 H48B . 0.9600 ?
C48 H48C . 0.9600 ?
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
O1 H1 Br1 2_766 0.82 2.50 3.310(6) 171
C16 H16B Br2 1_555 0.97 2.92 3.841(5) 158
C19 H19 Br3 1_555 0.93 2.87 3.765(5) 162
C34 H34 Br3 1_455 0.93 2.85 3.761(5) 167
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C16 C17 N6 . . . . -174.9(4) ?
N2 C12 C13 C9 . . . . 178.4(5) ?
N3 C28 C29 C30 . . . . -178.2(5) ?
N6 C18 C20 C21 . . . . 0.3(8) ?
N6 C19 C22 C21 . . . . 0.2(7) ?
C1 C2 C3 N1 . . . . 1.1(9) ?
C1 C4 C5 N1 . . . . 0.1(8) ?
C1 C6 C7 C8 . . . . -177.8(5) ?
C2 C1 C4 C5 . . . . 0.2(7) ?
C2 C1 C6 C7 . . . . -16.6(8) ?
C3 N1 C5 C4 . . . . 0.2(8) ?
C3 N1 C16 C17 . . . . 102.0(5) ?
C4 C1 C2 C3 . . . . -0.8(8) ?
C4 C1 C6 C7 . . . . 164.6(5) ?
C5 N1 C3 C2 . . . . -0.7(8) ?
C5 N1 C16 C17 . . . . -77.7(5) ?
C6 C1 C2 C3 . . . . -179.7(5) ?
C6 C1 C4 C5 . . . . 179.1(5) ?
C6 C7 C8 C9 . . . . 169.2(5) ?
C6 C7 C8 C10 . . . . -10.2(8) ?
C7 C8 C9 C13 . . . . -178.9(5) ?
C7 C8 C10 C11 . . . . 180.0(5) ?
C8 C9 C13 C12 . . . . -0.3(8) ?
C8 C10 C11 C12 . . . . -1.8(8) ?
C9 C8 C10 C11 . . . . 0.6(7) ?
C10 C8 C9 C13 . . . . 0.5(8) ?
C10 C11 C12 N2 . . . . -177.4(5) ?
C10 C11 C12 C13 . . . . 2.0(8) ?
C11 C12 C13 C9 . . . . -0.9(8) ?
C14 N2 C12 C11 . . . . -178.2(6) ?
C14 N2 C12 C13 . . . . 2.5(8) ?
C15 N2 C12 C11 . . . . -6.9(8) ?
C15 N2 C12 C13 . . . . 173.8(5) ?
C16 N1 C3 C2 . . . . 179.5(5) ?
C16 N1 C5 C4 . . . . 179.9(4) ?
C17 N6 C18 C20 . . . . -178.3(5) ?
C17 N6 C19 C22 . . . . 178.1(4) ?
C18 N6 C17 C16 . . . . -89.0(5) ?
C18 N6 C19 C22 . . . . -1.9(7) ?
C18 C20 C21 C22 . . . . -1.9(7) ?
C18 C20 C21 C23 . . . . 178.5(5) ?
C19 N6 C17 C16 . . . . 91.0(5) ?
C19 N6 C18 C20 . . . . 1.6(7) ?
C20 C21 C22 C19 . . . . 1.7(7) ?
C20 C21 C23 C24 . . . . 168.4(5) ?
C21 C23 C24 C25 . . . . -179.0(4) ?
C22 C21 C23 C24 . . . . -11.1(8) ?
C23 C21 C22 C19 . . . . -178.8(5) ?
C23 C24 C25 C27 . . . . -5.8(8) ?
C23 C24 C25 C30 . . . . 171.8(5) ?
C24 C25 C27 C26 . . . . -179.8(5) ?
C24 C25 C30 C29 . . . . -177.8(5) ?
C26 C28 C29 C30 . . . . 2.6(8) ?
C27 C25 C30 C29 . . . . -0.1(7) ?
C27 C26 C28 N3 . . . . -179.4(5) ?
C27 C26 C28 C29 . . . . -0.2(7) ?
C28 C26 C27 C25 . . . . -2.4(8) ?
C28 C29 C30 C25 . . . . -2.5(8) ?
C30 C25 C27 C26 . . . . 2.5(7) ?
C31 N3 C28 C26 . . . . -1.8(8) ?
C31 N3 C28 C29 . . . . 179.1(5) ?
C32 N3 C28 C26 . . . . 176.0(5) ?
C32 N3 C28 C29 . . . . -3.1(8) ?
N4 C34 C37 C38 . . . . 0.6(7) ?
N4 C35 C36 C38 . . . . -0.2(8) ?
N5 C45 C46 C42 . . . . -179.6(5) ?
C33 N4 C34 C37 . . . . 180.0(4) ?
C33 N4 C35 C36 . . . . 179.9(4) ?
C34 N4 C33 C33 . . . 2_666 -83.7(6) ?
C34 N4 C35 C36 . . . . -2.0(8) ?
C34 C37 C38 C36 . . . . -2.7(7) ?
C34 C37 C38 C39 . . . . 176.9(4) ?
C35 N4 C33 C33 . . . 2_666 94.4(6) ?
C35 N4 C34 C37 . . . . 1.8(7) ?
C35 C36 C38 C37 . . . . 2.5(8) ?
C35 C36 C38 C39 . . . . -177.1(5) ?
C36 C38 C39 C40 . . . . -175.0(5) ?
C37 C38 C39 C40 . . . . 5.4(7) ?
C38 C39 C40 C41 . . . . -177.4(5) ?
C39 C40 C41 C42 . . . . -172.5(5) ?
C39 C40 C41 C43 . . . . 8.1(8) ?
C40 C41 C42 C46 . . . . -179.2(5) ?
C40 C41 C43 C44 . . . . 179.3(5) ?
C41 C42 C46 C45 . . . . -0.3(9) ?
C41 C43 C44 C45 . . . . 0.1(8) ?
C42 C41 C43 C44 . . . . -0.2(7) ?
C43 C41 C42 C46 . . . . 0.3(8) ?
C43 C44 C45 N5 . . . . 179.6(5) ?
C43 C44 C45 C46 . . . . -0.1(7) ?
C44 C45 C46 C42 . . . . 0.2(8) ?
C47 N5 C45 C44 . . . . -177.2(5) ?
C47 N5 C45 C46 . . . . 2.5(8) ?
C48 N5 C45 C44 . . . . -5.3(8) ?
C48 N5 C45 C46 . . . . 174.5(5) ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.314 0.201 0.488 29 10 '1 H2O'
2 0.686 0.799 0.512 29 10 '1 H2O'

_cod_database_fobs_code 1563166
