#------------------------------------------------------------------------------
#$Date: 2021-01-04 00:55:08 +0200 (Mon, 04 Jan 2021) $
#$Revision: 260400 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/99/1559919.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1559919
loop_
_publ_author_name
'Aouina, Aroua'
'Oloyede, Hammed Olawale'
'Akong, Raymond Akong'
'Abdelhak, Jawher'
'Görls, Helmar'
'Plass, Winfried'
'Eseola, Abiodun Omokehinde'
_publ_section_title
;
 Exploring Broad Molecular Derivatization as Tool in Selective Fluorescent
 Detection of Mercury(II) by a Series of Large Stokes Shift
 1,4-Bis(5-phenyl-1H-imidazol-4-yl)benzenes
;
_journal_issue                   52
_journal_name_full
'Industrial & Engineering Chemistry Research'
_journal_page_first              22398
_journal_page_last               22412
_journal_paper_doi               10.1021/acs.iecr.0c05087
_journal_volume                  59
_journal_year                    2020
_chemical_formula_moiety         'C64 H42 N4, C H4 O'
_chemical_formula_sum            'C65 H46 N4 O'
_chemical_formula_weight         899.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 100.108(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.0748(3)
_cell_length_b                   24.0435(5)
_cell_length_c                   10.5241(2)
_cell_measurement_reflns_used    32122
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      27.484
_cell_measurement_theta_min      2.238
_cell_volume                     4751.70(15)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi + omega - scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            32122
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.238
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.605
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     636
_refine_ls_number_reflns         10824
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0732
_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)+(0.0595P)²+6.1095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1659
_refine_ls_wR_factor_ref         0.1822
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8193
_reflns_number_total             10824
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ie0c05087_si_002.cif
_cod_data_source_block           FO6772_L10.MeOH
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1559919
_shelx_shelxl_version_number     2018/3
_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   0.992
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N1 N 0.77660(10) 0.24186(8) 0.60116(19) 0.0245(4) Uani 1 1 d . . . . .
N2 N 0.72270(10) 0.32354(8) 0.6101(2) 0.0249(4) Uani 1 1 d . . . . .
N3 N 0.33733(10) 0.37278(8) 0.5970(2) 0.0273(4) Uani 1 1 d . . . . .
N4 N 0.25726(9) 0.30490(8) 0.5902(2) 0.0235(4) Uani 1 1 d . . . . .
C1 C 0.78602(11) 0.29613(10) 0.6119(2) 0.0236(5) Uani 1 1 d . . . . .
C2 C 0.66966(11) 0.28330(10) 0.5977(2) 0.0230(5) Uani 1 1 d . . . . .
C3 C 0.70382(11) 0.23332(10) 0.5911(2) 0.0236(5) Uani 1 1 d . . . . .
C4 C 0.67398(12) 0.17651(10) 0.5767(2) 0.0257(5) Uani 1 1 d . . . . .
C5 C 0.60854(13) 0.16577(11) 0.4965(3) 0.0346(6) Uani 1 1 d . . . . .
H5A H 0.582712 0.195435 0.450403 0.042 Uiso 1 1 calc R U . . .
C6 C 0.58114(15) 0.11204(12) 0.4837(3) 0.0442(7) Uani 1 1 d . . . . .
H6A H 0.537246 0.105064 0.427824 0.053 Uiso 1 1 calc R U . . .
C7 C 0.61778(16) 0.06862(12) 0.5525(4) 0.0483(8) Uani 1 1 d . . . . .
H7A H 0.598393 0.032123 0.545504 0.058 Uiso 1 1 calc R U . . .
C8 C 0.68292(16) 0.07861(12) 0.6318(3) 0.0427(7) Uani 1 1 d . . . . .
H8A H 0.708115 0.048931 0.678910 0.051 Uiso 1 1 calc R U . . .
C9 C 0.71116(14) 0.13207(11) 0.6420(3) 0.0338(6) Uani 1 1 d . . . . .
H9A H 0.756372 0.138420 0.694237 0.041 Uiso 1 1 calc R U . . .
C10 C 0.59404(11) 0.29626(9) 0.5992(2) 0.0236(5) Uani 1 1 d . . . . .
C11 C 0.55865(12) 0.26641(10) 0.6826(2) 0.0253(5) Uani 1 1 d . . . . .
H11A H 0.583787 0.239250 0.738455 0.030 Uiso 1 1 calc R U . . .
C12 C 0.48737(12) 0.27599(10) 0.6849(2) 0.0267(5) Uani 1 1 d . . . . .
H12A H 0.464090 0.255193 0.742016 0.032 Uiso 1 1 calc R U . . .
C13 C 0.44932(12) 0.31567(10) 0.6046(2) 0.0259(5) Uani 1 1 d . . . . .
C14 C 0.48484(12) 0.34671(10) 0.5230(3) 0.0311(6) Uani 1 1 d . . . . .
H14A H 0.459896 0.374560 0.468989 0.037 Uiso 1 1 calc R U . . .
C15 C 0.55654(12) 0.33702(11) 0.5204(3) 0.0304(5) Uani 1 1 d . . . . .
H15A H 0.580157 0.358298 0.464617 0.036 Uiso 1 1 calc R U . . .
C16 C 0.71193(12) 0.38298(10) 0.6122(3) 0.0295(5) Uani 1 1 d . . . . .
C17 C 0.71798(14) 0.41354(11) 0.5019(3) 0.0359(6) Uani 1 1 d . . . . .
H17A H 0.732131 0.395769 0.429848 0.043 Uiso 1 1 calc R U . . .
C18 C 0.70315(15) 0.47024(12) 0.4983(3) 0.0437(7) Uani 1 1 d . . . . .
H18A H 0.706965 0.491291 0.423465 0.052 Uiso 1 1 calc R U . . .
C19 C 0.68286(16) 0.49593(12) 0.6036(4) 0.0486(8) Uani 1 1 d . . . . .
H19A H 0.672259 0.534564 0.600753 0.058 Uiso 1 1 calc R U . . .
C20 C 0.67795(17) 0.46518(13) 0.7140(3) 0.0498(8) Uani 1 1 d . . . . .
H20A H 0.665069 0.483179 0.786895 0.060 Uiso 1 1 calc R U . . .
C21 C 0.69187(14) 0.40788(12) 0.7182(3) 0.0382(6) Uani 1 1 d . . . . .
H21A H 0.687562 0.386664 0.792613 0.046 Uiso 1 1 calc R U . . .
C22 C 0.85562(11) 0.32553(9) 0.6309(2) 0.0233(5) Uani 1 1 d . . . . .
C23 C 0.88346(12) 0.34865(10) 0.7523(2) 0.0243(5) Uani 1 1 d . . . . .
C24 C 0.84841(13) 0.34368(11) 0.8621(2) 0.0296(5) Uani 1 1 d . . . . .
H24A H 0.805044 0.323498 0.854207 0.035 Uiso 1 1 calc R U . . .
C25 C 0.87639(13) 0.36741(11) 0.9772(2) 0.0327(6) Uani 1 1 d . . . . .
H25A H 0.852217 0.363604 1.048297 0.039 Uiso 1 1 calc R U . . .
C26 C 0.94109(13) 0.39777(12) 0.9926(3) 0.0335(6) Uani 1 1 d . . . . .
H26A H 0.959328 0.414791 1.073115 0.040 Uiso 1 1 calc R U . . .
C27 C 0.97711(13) 0.40255(11) 0.8923(2) 0.0292(5) Uani 1 1 d . . . . .
H27A H 1.020655 0.422627 0.903747 0.035 Uiso 1 1 calc R U . . .
C28 C 0.95012(11) 0.37767(10) 0.7699(2) 0.0241(5) Uani 1 1 d . . . . .
C29 C 0.98696(11) 0.38165(10) 0.6669(2) 0.0255(5) Uani 1 1 d . . . . .
H29A H 1.030975 0.401104 0.678653 0.031 Uiso 1 1 calc R U . . .
C30 C 0.96103(11) 0.35793(10) 0.5474(2) 0.0235(5) Uani 1 1 d . . . . .
C31 C 0.99986(12) 0.36096(10) 0.4432(2) 0.0277(5) Uani 1 1 d . . . . .
H31A H 1.044334 0.379775 0.455676 0.033 Uiso 1 1 calc R U . . .
C32 C 0.97469(13) 0.33764(11) 0.3273(2) 0.0296(5) Uani 1 1 d . . . . .
H32A H 1.001672 0.339875 0.259692 0.035 Uiso 1 1 calc R U . . .
C33 C 0.90792(13) 0.30980(11) 0.3064(2) 0.0297(5) Uani 1 1 d . . . . .
H33A H 0.890348 0.293724 0.224512 0.036 Uiso 1 1 calc R U . . .
C34 C 0.86880(12) 0.30596(10) 0.4031(2) 0.0266(5) Uani 1 1 d . . . . .
H34A H 0.824155 0.287388 0.387244 0.032 Uiso 1 1 calc R U . . .
C35 C 0.89372(11) 0.32931(9) 0.5277(2) 0.0219(4) Uani 1 1 d . . . . .
C36 C 0.26895(12) 0.36104(9) 0.5923(2) 0.0251(5) Uani 1 1 d . . . . .
C37 C 0.37156(12) 0.32186(9) 0.5990(2) 0.0244(5) Uani 1 1 d . . . . .
C38 C 0.32340(11) 0.27940(10) 0.5941(2) 0.0241(5) Uani 1 1 d . . . . .
C39 C 0.33648(11) 0.21914(10) 0.5934(3) 0.0267(5) Uani 1 1 d . . . . .
C40 C 0.32341(15) 0.18534(12) 0.6942(3) 0.0407(7) Uani 1 1 d . . . . .
H40A H 0.300864 0.200085 0.760497 0.049 Uiso 1 1 calc R U . . .
C41 C 0.34387(18) 0.12952(14) 0.6967(5) 0.0667(12) Uani 1 1 d . . . . .
H41A H 0.335940 0.106404 0.765979 0.080 Uiso 1 1 calc R U . . .
C42 C 0.37567(18) 0.10748(13) 0.5990(5) 0.0709(13) Uani 1 1 d . . . . .
H42A H 0.389423 0.069470 0.601640 0.085 Uiso 1 1 calc R U . . .
C43 C 0.38732(15) 0.14083(14) 0.4978(4) 0.0585(10) Uani 1 1 d . . . . .
H43A H 0.408360 0.125704 0.429978 0.070 Uiso 1 1 calc R U . . .
C44 C 0.36827(14) 0.19610(12) 0.4957(3) 0.0396(7) Uani 1 1 d . . . . .
H44A H 0.376921 0.218996 0.426536 0.048 Uiso 1 1 calc R U . . .
C45 C 0.18973(12) 0.27669(10) 0.5751(3) 0.0299(5) Uani 1 1 d . . . . .
C46 C 0.14262(14) 0.28897(11) 0.6571(3) 0.0345(6) Uani 1 1 d . . . . .
H46A H 0.154174 0.316278 0.722662 0.041 Uiso 1 1 calc R U . . .
C47 C 0.07806(14) 0.26075(12) 0.6421(3) 0.0391(6) Uani 1 1 d . . . . .
H47A H 0.045380 0.268974 0.697994 0.047 Uiso 1 1 calc R U . . .
C48 C 0.06107(14) 0.22174(11) 0.5490(3) 0.0392(7) Uani 1 1 d . . . . .
H48A H 0.016639 0.202962 0.539569 0.047 Uiso 1 1 calc R U . . .
C49 C 0.10813(15) 0.20934(12) 0.4682(3) 0.0397(6) Uani 1 1 d . . . . .
H49A H 0.096256 0.181633 0.403712 0.048 Uiso 1 1 calc R U . . .
C50 C 0.17244(14) 0.23670(12) 0.4799(3) 0.0361(6) Uani 1 1 d . . . . .
H50A H 0.204603 0.228232 0.423147 0.043 Uiso 1 1 calc R U . . .
C51 C 0.21221(11) 0.40433(9) 0.5780(2) 0.0253(5) Uani 1 1 d . . . . .
C52 C 0.17719(12) 0.41806(10) 0.4528(3) 0.0286(5) Uani 1 1 d . . . . .
C53 C 0.18714(14) 0.38784(11) 0.3409(3) 0.0351(6) Uani 1 1 d . . . . .
H53A H 0.218214 0.356662 0.350302 0.042 Uiso 1 1 calc R U . . .
C54 C 0.15326(16) 0.40254(13) 0.2210(3) 0.0435(7) Uani 1 1 d . . . . .
H54A H 0.160508 0.381282 0.148287 0.052 Uiso 1 1 calc R U . . .
C55 C 0.10753(17) 0.44894(13) 0.2034(3) 0.0469(7) Uani 1 1 d . . . . .
H55A H 0.085157 0.459374 0.118920 0.056 Uiso 1 1 calc R U . . .
C56 C 0.09534(15) 0.47870(13) 0.3064(3) 0.0438(7) Uani 1 1 d . . . . .
H56A H 0.063764 0.509537 0.293138 0.053 Uiso 1 1 calc R U . . .
C57 C 0.12880(13) 0.46482(10) 0.4343(3) 0.0321(6) Uani 1 1 d . . . . .
C58 C 0.11631(13) 0.49409(11) 0.5421(3) 0.0343(6) Uani 1 1 d . . . . .
H58A H 0.084770 0.524974 0.530320 0.041 Uiso 1 1 calc R U . . .
C59 C 0.14858(13) 0.47956(10) 0.6670(3) 0.0312(6) Uani 1 1 d . . . . .
C60 C 0.13426(15) 0.50901(12) 0.7774(3) 0.0401(7) Uani 1 1 d . . . . .
H60A H 0.102152 0.539544 0.765883 0.048 Uiso 1 1 calc R U . . .
C61 C 0.16553(16) 0.49427(13) 0.8979(3) 0.0443(7) Uani 1 1 d . . . . .
H61A H 0.154940 0.514174 0.970202 0.053 Uiso 1 1 calc R U . . .
C62 C 0.21410(16) 0.44914(12) 0.9168(3) 0.0409(7) Uani 1 1 d . . . . .
H62A H 0.235642 0.439037 1.001996 0.049 Uiso 1 1 calc R U . . .
C63 C 0.23041(14) 0.42004(11) 0.8148(3) 0.0337(6) Uani 1 1 d . . . . .
H63A H 0.263635 0.390304 0.829545 0.040 Uiso 1 1 calc R U . . .
C64 C 0.19812(12) 0.43378(10) 0.6864(3) 0.0268(5) Uani 1 1 d . . . . .
O1M O 0.42016(13) 0.45243(10) 0.7654(2) 0.0564(6) Uani 1 1 d . . . . .
C1M C 0.47048(19) 0.48360(16) 0.7133(4) 0.0646(10) Uani 1 1 d . . . . .
H1M1 H 0.445882 0.510803 0.651845 0.097 Uiso 1 1 calc R U . . .
H2M1 H 0.498884 0.458682 0.668876 0.097 Uiso 1 1 calc R U . . .
H3M1 H 0.501838 0.503086 0.782973 0.097 Uiso 1 1 calc R U . . .
H1ON H 0.3827(16) 0.4250(13) 0.656(3) 0.047(9) Uiso 1 1 d . . . . .
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'
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 C3 105.79(19) . . ?
C1 N2 C2 106.95(19) . . ?
C1 N2 C16 126.99(19) . . ?
C2 N2 C16 125.95(18) . . ?
C36 N3 C37 105.66(19) . . ?
C36 N4 C38 106.79(18) . . ?
C36 N4 C45 127.37(19) . . ?
C38 N4 C45 125.62(19) . . ?
N1 C1 N2 111.53(19) . . ?
N1 C1 C22 125.9(2) . . ?
N2 C1 C22 122.4(2) . . ?
C3 C2 N2 105.65(18) . . ?
C3 C2 C10 131.0(2) . . ?
N2 C2 C10 123.2(2) . . ?
C2 C3 N1 110.1(2) . . ?
C2 C3 C4 129.5(2) . . ?
N1 C3 C4 120.4(2) . . ?
C9 C4 C5 118.5(2) . . ?
C9 C4 C3 120.3(2) . . ?
C5 C4 C3 121.2(2) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 H6A 119.9 . . ?
C5 C6 H6A 119.9 . . ?
C6 C7 C8 119.9(3) . . ?
C6 C7 H7A 120.1 . . ?
C8 C7 H7A 120.1 . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
C8 C9 C4 120.9(3) . . ?
C8 C9 H9A 119.6 . . ?
C4 C9 H9A 119.6 . . ?
C11 C10 C15 118.7(2) . . ?
C11 C10 C2 118.6(2) . . ?
C15 C10 C2 122.7(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C11 C12 C13 120.9(2) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 C14 118.8(2) . . ?
C12 C13 C37 120.3(2) . . ?
C14 C13 C37 120.7(2) . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14A 119.8 . . ?
C13 C14 H14A 119.8 . . ?
C14 C15 C10 120.6(2) . . ?
C14 C15 H15A 119.7 . . ?
C10 C15 H15A 119.7 . . ?
C21 C16 C17 121.3(2) . . ?
C21 C16 N2 120.2(2) . . ?
C17 C16 N2 118.4(2) . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 H17A 120.3 . . ?
C16 C17 H17A 120.3 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19A 120.0 . . ?
C20 C19 H19A 120.0 . . ?
C19 C20 C21 120.5(3) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C16 C21 C20 118.6(3) . . ?
C16 C21 H21A 120.7 . . ?
C20 C21 H21A 120.7 . . ?
C23 C22 C35 120.6(2) . . ?
C23 C22 C1 119.7(2) . . ?
C35 C22 C1 119.7(2) . . ?
C22 C23 C28 119.6(2) . . ?
C22 C23 C24 122.8(2) . . ?
C28 C23 C24 117.6(2) . . ?
C25 C24 C23 121.0(2) . . ?
C25 C24 H24A 119.5 . . ?
C23 C24 H24A 119.5 . . ?
C24 C25 C26 121.0(2) . . ?
C24 C25 H25A 119.5 . . ?
C26 C25 H25A 119.5 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26A 119.9 . . ?
C25 C26 H26A 119.9 . . ?
C26 C27 C28 120.8(2) . . ?
C26 C27 H27A 119.6 . . ?
C28 C27 H27A 119.6 . . ?
C29 C28 C27 121.4(2) . . ?
C29 C28 C23 119.3(2) . . ?
C27 C28 C23 119.4(2) . . ?
C30 C29 C28 121.8(2) . . ?
C30 C29 H29A 119.1 . . ?
C28 C29 H29A 119.1 . . ?
C29 C30 C31 121.5(2) . . ?
C29 C30 C35 119.6(2) . . ?
C31 C30 C35 118.9(2) . . ?
C32 C31 C30 121.4(2) . . ?
C32 C31 H31A 119.3 . . ?
C30 C31 H31A 119.3 . . ?
C31 C32 C33 120.1(2) . . ?
C31 C32 H32A 119.9 . . ?
C33 C32 H32A 119.9 . . ?
C34 C33 C32 120.5(2) . . ?
C34 C33 H33A 119.7 . . ?
C32 C33 H33A 119.7 . . ?
C33 C34 C35 121.3(2) . . ?
C33 C34 H34A 119.3 . . ?
C35 C34 H34A 119.3 . . ?
C22 C35 C34 123.2(2) . . ?
C22 C35 C30 119.1(2) . . ?
C34 C35 C30 117.7(2) . . ?
N3 C36 N4 111.54(19) . . ?
N3 C36 C51 123.2(2) . . ?
N4 C36 C51 125.05(19) . . ?
C38 C37 N3 110.32(19) . . ?
C38 C37 C13 126.0(2) . . ?
N3 C37 C13 123.71(19) . . ?
C37 C38 N4 105.69(19) . . ?
C37 C38 C39 128.5(2) . . ?
N4 C38 C39 125.85(19) . . ?
C40 C39 C44 119.2(2) . . ?
C40 C39 C38 121.2(2) . . ?
C44 C39 C38 119.4(2) . . ?
C39 C40 C41 119.2(3) . . ?
C39 C40 H40A 120.4 . . ?
C41 C40 H40A 120.4 . . ?
C42 C41 C40 120.7(3) . . ?
C42 C41 H41A 119.7 . . ?
C40 C41 H41A 119.7 . . ?
C43 C42 C41 120.0(3) . . ?
C43 C42 H42A 120.0 . . ?
C41 C42 H42A 120.0 . . ?
C44 C43 C42 119.6(3) . . ?
C44 C43 H43A 120.2 . . ?
C42 C43 H43A 120.2 . . ?
C43 C44 C39 121.3(3) . . ?
C43 C44 H44A 119.4 . . ?
C39 C44 H44A 119.4 . . ?
C46 C45 C50 120.1(2) . . ?
C46 C45 N4 119.8(2) . . ?
C50 C45 N4 120.1(2) . . ?
C45 C46 C47 119.0(3) . . ?
C45 C46 H46A 120.5 . . ?
C47 C46 H46A 120.5 . . ?
C48 C47 C46 121.0(3) . . ?
C48 C47 H47A 119.5 . . ?
C46 C47 H47A 119.5 . . ?
C47 C48 C49 119.9(3) . . ?
C47 C48 H48A 120.0 . . ?
C49 C48 H48A 120.0 . . ?
C48 C49 C50 120.7(3) . . ?
C48 C49 H49A 119.7 . . ?
C50 C49 H49A 119.7 . . ?
C49 C50 C45 119.3(3) . . ?
C49 C50 H50A 120.3 . . ?
C45 C50 H50A 120.3 . . ?
C64 C51 C52 120.9(2) . . ?
C64 C51 C36 120.6(2) . . ?
C52 C51 C36 118.3(2) . . ?
C51 C52 C53 123.0(2) . . ?
C51 C52 C57 119.6(2) . . ?
C53 C52 C57 117.4(2) . . ?
C54 C53 C52 121.6(3) . . ?
C54 C53 H53A 119.2 . . ?
C52 C53 H53A 119.2 . . ?
C53 C54 C55 120.7(3) . . ?
C53 C54 H54A 119.7 . . ?
C55 C54 H54A 119.7 . . ?
C56 C55 C54 120.2(3) . . ?
C56 C55 H55A 119.9 . . ?
C54 C55 H55A 119.9 . . ?
C55 C56 C57 121.5(3) . . ?
C55 C56 H56A 119.3 . . ?
C57 C56 H56A 119.3 . . ?
C58 C57 C56 122.7(2) . . ?
C58 C57 C52 118.7(2) . . ?
C56 C57 C52 118.6(3) . . ?
C57 C58 C59 122.1(2) . . ?
C57 C58 H58A 118.9 . . ?
C59 C58 H58A 118.9 . . ?
C58 C59 C60 121.8(2) . . ?
C58 C59 C64 119.7(2) . . ?
C60 C59 C64 118.6(3) . . ?
C61 C60 C59 121.2(3) . . ?
C61 C60 H60A 119.4 . . ?
C59 C60 H60A 119.4 . . ?
C60 C61 C62 120.2(3) . . ?
C60 C61 H61A 119.9 . . ?
C62 C61 H61A 119.9 . . ?
C63 C62 C61 121.1(3) . . ?
C63 C62 H62A 119.5 . . ?
C61 C62 H62A 119.5 . . ?
C62 C63 C64 120.6(2) . . ?
C62 C63 H63A 119.7 . . ?
C64 C63 H63A 119.7 . . ?
C51 C64 C63 122.7(2) . . ?
C51 C64 C59 118.9(2) . . ?
C63 C64 C59 118.4(2) . . ?
C1M O1M H1ON 102.3(13) . . ?
O1M C1M H1M1 109.5 . . ?
O1M C1M H2M1 109.5 . . ?
H1M1 C1M H2M1 109.5 . . ?
O1M C1M H3M1 109.5 . . ?
H1M1 C1M H3M1 109.5 . . ?
H2M1 C1M H3M1 109.5 . . ?
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 1.319(3) . ?
N1 C3 1.389(3) . ?
N2 C1 1.373(3) . ?
N2 C2 1.389(3) . ?
N2 C16 1.445(3) . ?
N3 C36 1.327(3) . ?
N3 C37 1.386(3) . ?
N4 C36 1.367(3) . ?
N4 C38 1.397(3) . ?
N4 C45 1.440(3) . ?
C1 C22 1.486(3) . ?
C2 C3 1.375(3) . ?
C2 C10 1.479(3) . ?
C3 C4 1.477(3) . ?
C4 C9 1.395(3) . ?
C4 C5 1.403(3) . ?
C5 C6 1.391(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.387(4) . ?
C6 H6A 0.9500 . ?
C7 C8 1.391(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.391(4) . ?
C8 H8A 0.9500 . ?
C9 H9A 0.9500 . ?
C10 C11 1.397(3) . ?
C10 C15 1.397(3) . ?
C11 C12 1.383(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.391(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.400(3) . ?
C13 C37 1.482(3) . ?
C14 C15 1.392(3) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C21 1.378(4) . ?
C16 C17 1.395(4) . ?
C17 C18 1.391(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.382(4) . ?
C18 H18A 0.9500 . ?
C19 C20 1.394(5) . ?
C19 H19A 0.9500 . ?
C20 C21 1.402(4) . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
C22 C23 1.409(3) . ?
C22 C35 1.412(3) . ?
C23 C28 1.434(3) . ?
C23 C24 1.439(3) . ?
C24 C25 1.360(4) . ?
C24 H24A 0.9500 . ?
C25 C26 1.418(4) . ?
C25 H25A 0.9500 . ?
C26 C27 1.361(4) . ?
C26 H26A 0.9500 . ?
C27 C28 1.432(3) . ?
C27 H27A 0.9500 . ?
C28 C29 1.395(3) . ?
C29 C30 1.390(3) . ?
C29 H29A 0.9500 . ?
C30 C31 1.429(3) . ?
C30 C35 1.439(3) . ?
C31 C32 1.352(4) . ?
C31 H31A 0.9500 . ?
C32 C33 1.421(3) . ?
C32 H32A 0.9500 . ?
C33 C34 1.367(3) . ?
C33 H33A 0.9500 . ?
C34 C35 1.428(3) . ?
C34 H34A 0.9500 . ?
C36 C51 1.490(3) . ?
C37 C38 1.368(3) . ?
C38 C39 1.470(3) . ?
C39 C40 1.393(4) . ?
C39 C44 1.396(4) . ?
C40 C41 1.397(4) . ?
C40 H40A 0.9500 . ?
C41 C42 1.387(6) . ?
C41 H41A 0.9500 . ?
C42 C43 1.382(6) . ?
C42 H42A 0.9500 . ?
C43 C44 1.377(4) . ?
C43 H43A 0.9500 . ?
C44 H44A 0.9500 . ?
C45 C46 1.382(4) . ?
C45 C50 1.387(4) . ?
C46 C47 1.391(4) . ?
C46 H46A 0.9500 . ?
C47 C48 1.354(4) . ?
C47 H47A 0.9500 . ?
C48 C49 1.373(4) . ?
C48 H48A 0.9500 . ?
C49 C50 1.378(4) . ?
C49 H49A 0.9500 . ?
C50 H50A 0.9500 . ?
C51 C64 1.407(3) . ?
C51 C52 1.409(4) . ?
C52 C53 1.424(4) . ?
C52 C57 1.446(3) . ?
C53 C54 1.360(4) . ?
C53 H53A 0.9500 . ?
C54 C55 1.408(4) . ?
C54 H54A 0.9500 . ?
C55 C56 1.353(4) . ?
C55 H55A 0.9500 . ?
C56 C57 1.425(4) . ?
C56 H56A 0.9500 . ?
C57 C58 1.391(4) . ?
C58 C59 1.394(4) . ?
C58 H58A 0.9500 . ?
C59 C60 1.427(4) . ?
C59 C64 1.442(3) . ?
C60 C61 1.351(4) . ?
C60 H60A 0.9500 . ?
C61 C62 1.418(4) . ?
C61 H61A 0.9500 . ?
C62 C63 1.363(4) . ?
C62 H62A 0.9500 . ?
C63 C64 1.422(4) . ?
C63 H63A 0.9500 . ?
O1M C1M 1.402(4) . ?
O1M H1ON 1.41(3) . ?
C1M H1M1 0.9800 . ?
C1M H2M1 0.9800 . ?
C1M H3M1 0.9800 . ?
