#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/96/2229662.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_2229662
loop_
_publ_author_name
'Wang, Zhi-Gang'
'Wang, Rong'
'Zhi, Feng'
'Wang, Ming-Li'
_publ_section_title
;
 2-[6,8-Dibromo-3-(4-hydroxycyclohexyl)-1,2,3,4-tetrahydroquinazolin-2-yl]phenol
 methanol 0.25-solvate
;
_journal_coeditor_code           HB5804
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o808
_journal_page_last               o809
_journal_paper_doi               10.1107/S1600536811007987
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H22 Br2 N2 O2, 0.25C H4 O'
_chemical_formula_moiety         'C20 H22 Br2 N2 O2, 0.25(C H4 O)'
_chemical_formula_sum            'C20.25 H23 Br2 N2 O2.25'
_chemical_formula_weight         490.228
_chemical_name_systematic
;
2-[6,8-Dibromo-3-(4-hydroxycyclohexyl)-1,2,3,4-tetrahydroquinazolin-2-yl]phenol
methanol 0.25-solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.69(3)
_cell_angle_beta                 96.88(3)
_cell_angle_gamma                99.44(3)
_cell_formula_units_Z            8
_cell_length_a                   11.733(2)
_cell_length_b                   16.831(3)
_cell_length_c                   21.721(4)
_cell_measurement_reflns_used    2369
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.3
_cell_measurement_theta_min      2.5
_cell_volume                     4178.3(14)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1083
_diffrn_reflns_av_sigmaI/netI    0.1745
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            46008
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.898
_exptl_absorpt_correction_T_max  0.509
_exptl_absorpt_correction_T_min  0.468
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.055
_refine_diff_density_min         -0.782
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1001
_refine_ls_number_reflns         17573
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.2294
_refine_ls_R_factor_gt           0.0871
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1988
_reflns_number_gt                6508
_reflns_number_total             17573
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5804.cif
_cod_data_source_block           I
_cod_original_cell_volume        4178.4(14)
_cod_database_code               2229662
_cod_database_fobs_code          2229662
loop_
_symmetry_equiv_pos_as_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.50780(11) 0.54851(6) 0.41605(5) 0.0858(4) Uani d . 1 . .
Br Br2 0.75088(8) 0.28881(6) 0.44920(4) 0.0564(3) Uani d . 1 . .
Br Br3 1.02222(11) 0.55820(6) 0.42630(5) 0.0768(4) Uani d . 1 . .
Br Br4 1.26724(8) 0.29701(6) 0.44757(4) 0.0573(3) Uani d . 1 . .
Br Br5 0.73267(9) 0.40022(6) 0.68344(5) 0.0733(3) Uani d . 1 . .
Br Br6 1.12176(15) 0.56107(7) 0.85040(8) 0.1393(7) Uani d . 1 . .
Br Br7 0.22232(9) 0.41215(6) 0.68357(5) 0.0680(3) Uani d . 1 . .
Br Br8 0.59680(15) 0.58398(7) 0.85557(8) 0.1367(7) Uani d . 1 . .
O O1 0.7323(5) 0.0798(3) 0.2677(3) 0.0541(16) Uani d . 1 . .
H H1 0.7805 0.1076 0.2504 0.081 Uiso calc R 1 . .
O O2 1.1310(8) 0.2056(5) 0.0423(4) 0.109(3) Uani d . 1 . .
H H2 1.0954 0.2393 0.0275 0.164 Uiso calc R 1 . .
O O3 0.2270(5) 0.0715(4) 0.2618(3) 0.0570(17) Uani d . 1 . .
H H3 0.2705 0.1041 0.2455 0.085 Uiso calc R 1 . .
O O4 0.6491(7) 0.1764(5) 0.0424(3) 0.085(2) Uani d . 1 . .
H H4 0.7056 0.1542 0.0391 0.128 Uiso calc R 1 . .
O O5 1.0710(5) 0.0754(4) 0.7097(3) 0.0603(17) Uani d . 1 . .
H H5 1.0295 0.0842 0.7364 0.090 Uiso calc R 1 . .
O O6 0.7231(6) 0.0560(4) 0.9749(3) 0.075(2) Uani d U 1 . .
H H6 0.7517 0.0184 0.9883 0.113 Uiso calc R 1 . .
O O7 0.5483(6) 0.0782(4) 0.7181(3) 0.0605(17) Uani d D 1 . .
O O8 0.2347(6) 0.0897(4) 0.9893(3) 0.073(2) Uani d D 1 . .
N N1 0.5676(6) 0.2056(4) 0.3396(3) 0.0406(17) Uani d D 1 . .
N N2 0.4082(5) 0.1867(4) 0.2547(3) 0.0368(16) Uani d . 1 . .
N N3 1.0712(6) 0.2146(4) 0.3426(3) 0.0405(17) Uani d D 1 . .
N N4 0.9067(5) 0.1991(4) 0.2622(3) 0.0369(16) Uani d . 1 . .
N N5 0.8385(6) 0.2493(4) 0.7178(3) 0.0430(17) Uani d D 1 . .
N N6 0.9564(5) 0.1679(4) 0.7749(3) 0.0341(16) Uani d . 1 . .
N N7 0.3360(6) 0.2657(4) 0.7195(3) 0.0466(18) Uani d D 1 . .
N N8 0.4575(5) 0.1926(4) 0.7824(3) 0.0393(17) Uani d . 1 . .
C C1 0.3768(7) 0.1178(4) 0.3488(4) 0.0338(19) Uani d . 1 . .
C C2 0.2633(8) 0.0780(5) 0.3238(5) 0.044(2) Uani d . 1 . .
C C3 0.1865(8) 0.0458(4) 0.3639(5) 0.052(3) Uani d . 1 . .
H H3A 0.1120 0.0187 0.3480 0.063 Uiso calc R 1 . .
C C4 0.2228(9) 0.0548(5) 0.4272(5) 0.054(3) Uani d . 1 . .
H H4A 0.1713 0.0338 0.4536 0.065 Uiso calc R 1 . .
C C5 0.3321(9) 0.0935(5) 0.4524(4) 0.055(3) Uani d . 1 . .
H H5A 0.3552 0.0990 0.4952 0.066 Uiso calc R 1 . .
C C6 0.4061(7) 0.1239(5) 0.4130(4) 0.047(2) Uani d . 1 . .
H H6A 0.4805 0.1503 0.4301 0.057 Uiso calc R 1 . .
C C7 0.4654(7) 0.1496(5) 0.3066(4) 0.037(2) Uani d . 1 . .
H H7A 0.4938 0.1027 0.2881 0.044 Uiso calc R 1 . .
C C8 0.4625(7) 0.3155(4) 0.3258(3) 0.036(2) Uani d . 1 . .
C C9 0.5528(6) 0.2828(4) 0.3580(4) 0.0330(19) Uani d . 1 . .
C C10 0.6297(7) 0.3326(5) 0.4049(4) 0.039(2) Uani d . 1 . .
C C11 0.6164(8) 0.4108(5) 0.4212(4) 0.052(2) Uani d . 1 . .
H H11 0.6679 0.4428 0.4530 0.062 Uiso calc R 1 . .
C C12 0.5289(8) 0.4412(5) 0.3912(4) 0.049(2) Uani d . 1 . .
C C13 0.4520(7) 0.3943(5) 0.3435(4) 0.047(2) Uani d . 1 . .
H H13 0.3922 0.4163 0.3230 0.057 Uiso calc R 1 . .
C C14 0.3733(7) 0.2620(5) 0.2785(4) 0.047(2) Uani d . 1 . .
H H14A 0.3024 0.2481 0.2971 0.057 Uiso calc R 1 . .
H H14B 0.3553 0.2923 0.2437 0.057 Uiso calc R 1 . .
C C15 0.4654(8) 0.1917(5) 0.1979(4) 0.047(2) Uani d . 1 . .
H H15 0.4097 0.2119 0.1684 0.056 Uiso calc R 1 . .
C C16 0.4707(8) 0.1082(5) 0.1677(4) 0.056(3) Uani d . 1 . .
H H16A 0.3942 0.0745 0.1631 0.067 Uiso calc R 1 . .
H H16B 0.5243 0.0832 0.1940 0.067 Uiso calc R 1 . .
C C17 0.5117(9) 0.1145(6) 0.1033(4) 0.070(3) Uani d . 1 . .
H H17A 0.5234 0.0615 0.0870 0.084 Uiso calc R 1 . .
H H17B 0.4505 0.1301 0.0752 0.084 Uiso calc R 1 . .
C C18 0.6187(9) 0.1720(6) 0.1038(5) 0.070(3) Uani d . 1 . .
H H18 0.6809 0.1512 0.1283 0.084 Uiso calc R 1 . .
C C19 0.6130(8) 0.2539(5) 0.1356(4) 0.062(3) Uani d . 1 . .
H H19A 0.5593 0.2794 0.1097 0.074 Uiso calc R 1 . .
H H19B 0.6894 0.2877 0.1401 0.074 Uiso calc R 1 . .
C C20 0.5737(9) 0.2483(5) 0.1989(4) 0.064(3) Uani d . 1 . .
H H20A 0.6343 0.2317 0.2268 0.077 Uiso calc R 1 . .
H H20B 0.5634 0.3016 0.2155 0.077 Uiso calc R 1 . .
C C21 0.8835(7) 0.1260(4) 0.3539(4) 0.037(2) Uani d . 1 . .
C C22 0.7711(8) 0.0852(5) 0.3305(4) 0.044(2) Uani d . 1 . .
C C23 0.6981(8) 0.0501(5) 0.3688(5) 0.052(2) Uani d . 1 . .
H H23 0.6245 0.0221 0.3520 0.063 Uiso calc R 1 . .
C C24 0.7325(9) 0.0556(5) 0.4320(5) 0.057(3) Uani d . 1 . .
H H24 0.6813 0.0328 0.4579 0.068 Uiso calc R 1 . .
C C25 0.8405(9) 0.0942(5) 0.4566(4) 0.055(3) Uani d . 1 . .
H H25 0.8641 0.0971 0.4993 0.066 Uiso calc R 1 . .
C C26 0.9148(8) 0.1290(5) 0.4190(4) 0.048(2) Uani d . 1 . .
H H26 0.9887 0.1556 0.4367 0.057 Uiso calc R 1 . .
C C27 0.9673(7) 0.1606(4) 0.3101(4) 0.036(2) Uani d . 1 . .
H H27 0.9940 0.1147 0.2891 0.043 Uiso calc R 1 . .
C C28 0.9668(7) 0.3264(4) 0.3369(4) 0.038(2) Uani d . 1 . .
C C29 1.0599(6) 0.2932(4) 0.3632(4) 0.0319(19) Uani d . 1 . .
C C30 1.1402(7) 0.3414(5) 0.4079(4) 0.041(2) Uani d . 1 . .
C C31 1.1315(7) 0.4202(5) 0.4270(4) 0.046(2) Uani d . 1 . .
H H31 1.1867 0.4515 0.4575 0.055 Uiso calc R 1 . .
C C32 1.0393(8) 0.4507(5) 0.3997(4) 0.046(2) Uani d . 1 . .
C C33 0.9581(8) 0.4048(5) 0.3554(4) 0.044(2) Uani d . 1 . .
H H33 0.8959 0.4268 0.3374 0.053 Uiso calc R 1 . .
C C34 0.8736(6) 0.2733(4) 0.2891(4) 0.041(2) Uani d . 1 . .
H H34A 0.8043 0.2584 0.3088 0.049 Uiso calc R 1 . .
H H34B 0.8531 0.3051 0.2555 0.049 Uiso calc R 1 . .
C C35 0.9587(8) 0.2094(5) 0.2050(4) 0.050(2) Uani d . 1 . .
H H35 0.9031 0.2337 0.1786 0.060 Uiso calc R 1 . .
C C36 0.9599(9) 0.1281(5) 0.1695(5) 0.073(3) Uani d . 1 . .
H H36A 0.8844 0.0938 0.1677 0.088 Uiso calc R 1 . .
H H36B 1.0177 0.1018 0.1916 0.088 Uiso calc R 1 . .
C C37 0.9880(11) 0.1373(7) 0.1029(5) 0.085(4) Uani d . 1 . .
H H37A 0.9915 0.0845 0.0824 0.102 Uiso calc R 1 . .
H H37B 0.9259 0.1584 0.0795 0.102 Uiso calc R 1 . .
C C38 1.0978(11) 0.1911(7) 0.1021(5) 0.090(4) Uani d . 1 . .
H H38 1.1585 0.1653 0.1232 0.108 Uiso calc R 1 . .
C C39 1.1043(9) 0.2720(7) 0.1394(5) 0.087(3) Uani d . 1 . .
H H39A 1.0528 0.3029 0.1172 0.104 Uiso calc R 1 . .
H H39B 1.1832 0.3021 0.1433 0.104 Uiso calc R 1 . .
C C40 1.0688(9) 0.2624(6) 0.2064(5) 0.083(3) Uani d . 1 . .
H H40A 1.1290 0.2412 0.2313 0.100 Uiso calc R 1 . .
H H40B 1.0642 0.3153 0.2263 0.100 Uiso calc R 1 . .
C C41 0.9815(6) 0.1804(4) 0.6651(3) 0.0342(19) Uani d . 1 . .
C C42 1.0596(7) 0.1269(5) 0.6652(4) 0.043(2) Uani d . 1 . .
C C43 1.1287(7) 0.1243(5) 0.6175(4) 0.054(2) Uani d . 1 . .
H H43 1.1781 0.0864 0.6160 0.064 Uiso calc R 1 . .
C C44 1.1247(7) 0.1775(6) 0.5724(4) 0.053(2) Uani d . 1 . .
H H44 1.1722 0.1759 0.5411 0.063 Uiso calc R 1 . .
C C45 1.0516(9) 0.2321(5) 0.5737(4) 0.059(3) Uani d . 1 . .
H H45 1.0511 0.2690 0.5441 0.071 Uiso calc R 1 . .
C C46 0.9789(8) 0.2331(5) 0.6182(4) 0.049(2) Uani d . 1 . .
H H46 0.9268 0.2693 0.6175 0.059 Uiso calc R 1 . .
C C47 0.8971(6) 0.1786(4) 0.7138(4) 0.038(2) Uani d . 1 . .
H H47 0.8362 0.1309 0.7014 0.046 Uiso calc R 1 . .
C C48 1.0032(7) 0.3208(5) 0.7885(4) 0.037(2) Uani d . 1 . .
C C49 0.9029(8) 0.3203(5) 0.7471(4) 0.042(2) Uani d . 1 . .
C C50 0.8687(8) 0.3950(6) 0.7391(4) 0.054(2) Uani d . 1 . .
C C51 0.9346(10) 0.4662(5) 0.7697(5) 0.072(3) Uani d . 1 . .
H H51 0.9122 0.5158 0.7636 0.086 Uiso calc R 1 . .
C C52 1.0323(10) 0.4621(6) 0.8085(5) 0.070(3) Uani d . 1 . .
C C53 1.0690(8) 0.3894(6) 0.8191(4) 0.054(2) Uani d . 1 . .
H H53 1.1361 0.3879 0.8462 0.065 Uiso calc R 1 . .
C C54 1.0416(7) 0.2411(5) 0.7979(4) 0.047(2) Uani d . 1 . .
H H54A 1.1106 0.2392 0.7777 0.056 Uiso calc R 1 . .
H H54B 1.0643 0.2397 0.8422 0.056 Uiso calc R 1 . .
C C55 0.8793(7) 0.1335(5) 0.8192(4) 0.049(2) Uani d . 1 . .
H H55 0.8187 0.0928 0.7940 0.058 Uiso calc R 1 . .
C C56 0.9439(8) 0.0884(6) 0.8639(4) 0.060(3) Uani d . 1 . .
H H56A 1.0060 0.1262 0.8897 0.072 Uiso calc R 1 . .
H H56B 0.9794 0.0495 0.8408 0.072 Uiso calc R 1 . .
C C57 0.8643(9) 0.0435(6) 0.9062(5) 0.076(3) Uani d . 1 . .
H H57A 0.8087 0.0003 0.8814 0.091 Uiso calc R 1 . .
H H57B 0.9109 0.0195 0.9371 0.091 Uiso calc R 1 . .
C C58 0.8021(8) 0.0999(6) 0.9374(4) 0.063(3) Uani d . 1 . .
H H58 0.8590 0.1404 0.9650 0.075 Uiso calc R 1 . .
C C59 0.7345(8) 0.1427(6) 0.8917(5) 0.069(3) Uani d . 1 . .
H H59A 0.6948 0.1799 0.9139 0.083 Uiso calc R 1 . .
H H59B 0.6761 0.1035 0.8647 0.083 Uiso calc R 1 . .
C C60 0.8170(8) 0.1891(6) 0.8529(4) 0.067(3) Uani d . 1 . .
H H60A 0.7730 0.2165 0.8232 0.081 Uiso calc R 1 . .
H H60B 0.8730 0.2299 0.8799 0.081 Uiso calc R 1 . .
C C61 0.4694(6) 0.1857(5) 0.6699(4) 0.036(2) Uani d . 1 . .
C C62 0.5409(7) 0.1278(5) 0.6708(4) 0.038(2) Uani d . 1 . .
C C63 0.6068(7) 0.1153(5) 0.6243(4) 0.051(2) Uani d . 1 . .
H H63 0.6530 0.0754 0.6251 0.062 Uiso calc R 1 . .
C C64 0.6023(9) 0.1646(6) 0.5755(5) 0.068(3) Uani d . 1 . .
H H64 0.6441 0.1557 0.5425 0.082 Uiso calc R 1 . .
C C65 0.5389(8) 0.2247(6) 0.5752(4) 0.059(3) Uani d . 1 . .
H H65 0.5407 0.2589 0.5436 0.071 Uiso calc R 1 . .
C C66 0.4717(7) 0.2349(5) 0.6218(4) 0.045(2) Uani d . 1 . .
H H66 0.4268 0.2756 0.6211 0.054 Uiso calc R 1 . .
C C67 0.3914(7) 0.1941(5) 0.7208(4) 0.040(2) Uani d . 1 . .
H H67 0.3289 0.1466 0.7140 0.049 Uiso calc R 1 . .
C C68 0.5023(7) 0.3429(5) 0.7885(4) 0.045(2) Uani d . 1 . .
C C69 0.3967(7) 0.3390(5) 0.7479(4) 0.039(2) Uani d . 1 . .
C C70 0.3564(8) 0.4105(6) 0.7393(4) 0.055(3) Uani d . 1 . .
C C71 0.4159(9) 0.4848(6) 0.7707(5) 0.070(3) Uani d . 1 . .
H H71 0.3880 0.5324 0.7642 0.084 Uiso calc R 1 . .
C C72 0.5144(10) 0.4863(5) 0.8106(5) 0.072(3) Uani d . 1 . .
C C73 0.5602(8) 0.4159(6) 0.8211(4) 0.058(3) Uani d . 1 . .
H H73 0.6274 0.4179 0.8490 0.070 Uiso calc R 1 . .
C C74 0.5474(7) 0.2652(5) 0.7962(4) 0.043(2) Uani d . 1 . .
H H74A 0.6064 0.2613 0.7689 0.052 Uiso calc R 1 . .
H H74B 0.5846 0.2670 0.8387 0.052 Uiso calc R 1 . .
C C75 0.3780(7) 0.1742(5) 0.8313(4) 0.043(2) Uani d . 1 . .
H H75 0.3017 0.1864 0.8156 0.051 Uiso calc R 1 . .
C C76 0.3619(8) 0.0868(5) 0.8389(4) 0.054(2) Uani d . 1 . .
H H76A 0.4371 0.0728 0.8528 0.064 Uiso calc R 1 . .
H H76B 0.3323 0.0564 0.7987 0.064 Uiso calc R 1 . .
C C77 0.2793(8) 0.0624(5) 0.8848(4) 0.062(3) Uani d . 1 . .
H H77A 0.2766 0.0055 0.8900 0.074 Uiso calc R 1 . .
H H77B 0.2016 0.0697 0.8684 0.074 Uiso calc R 1 . .
C C78 0.3163(7) 0.1119(5) 0.9477(4) 0.047(2) Uani d . 1 . .
H H78 0.3919 0.1002 0.9653 0.057 Uiso calc R 1 . .
C C79 0.3307(9) 0.1990(5) 0.9392(4) 0.070(3) Uani d . 1 . .
H H79A 0.3580 0.2305 0.9791 0.084 Uiso calc R 1 . .
H H79B 0.2558 0.2121 0.9235 0.084 Uiso calc R 1 . .
C C80 0.4164(9) 0.2215(5) 0.8942(4) 0.064(3) Uani d . 1 . .
H H80A 0.4237 0.2789 0.8898 0.077 Uiso calc R 1 . .
H H80B 0.4924 0.2111 0.9109 0.077 Uiso calc R 1 . .
O O9 0.0335(12) 0.3116(7) 0.9790(6) 0.072(4) Uani d PDU 0.50 . .
H H9 -0.0263 0.3256 0.9886 0.108 Uiso calc PR 0.50 . .
O O10 0.7990(12) 0.3078(8) 1.0151(6) 0.081(4) Uani d PDU 0.50 . .
H H10 0.7985 0.2663 0.9924 0.121 Uiso calc PR 0.50 . .
C C81 0.1269(17) 0.3789(11) 0.9909(10) 0.104(8) Uani d PDU 0.50 . .
H H81A 0.0960 0.4283 0.9913 0.155 Uiso calc PR 0.50 . .
H H81B 0.1763 0.3771 0.9588 0.155 Uiso calc PR 0.50 . .
H H81C 0.1715 0.3768 1.0306 0.155 Uiso calc PR 0.50 . .
C C82 0.7119(18) 0.3499(13) 0.9890(11) 0.114(9) Uani d PDU 0.50 . .
H H82A 0.6939 0.3871 1.0208 0.170 Uiso calc PR 0.50 . .
H H82B 0.6428 0.3117 0.9723 0.170 Uiso calc PR 0.50 . .
H H82C 0.7404 0.3792 0.9562 0.170 Uiso calc PR 0.50 . .
H H1A 0.609(7) 0.178(5) 0.366(3) 0.080 Uiso d D 1 . .
H H3B 1.117(6) 0.184(4) 0.363(4) 0.080 Uiso d D 1 . .
H H5B 0.783(5) 0.245(5) 0.685(3) 0.080 Uiso d D 1 . .
H H7B 0.278(5) 0.269(5) 0.689(3) 0.080 Uiso d D 1 . .
H H7 0.528(8) 0.100(5) 0.751(2) 0.080 Uiso d D 1 . .
H H8 0.193(7) 0.117(5) 1.008(4) 0.080 Uiso d D 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'
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'
Br Br -0.2901 2.4595 '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
C22 O1 H1 . . 109.5 ?
C38 O2 H2 . . 109.5 ?
C2 O3 H3 . . 109.5 ?
C18 O4 H4 . . 109.5 ?
C42 O5 H5 . . 109.5 ?
C58 O6 H6 . . 109.5 ?
C62 O7 H7 . . 110(7) ?
C78 O8 H8 . . 131(7) ?
C9 N1 C7 . . 117.4(6) ?
C9 N1 H1A . . 120(6) ?
C7 N1 H1A . . 109(6) ?
C14 N2 C15 . . 115.1(6) ?
C14 N2 C7 . . 109.9(6) ?
C15 N2 C7 . . 117.2(6) ?
C29 N3 C27 . . 117.7(6) ?
C29 N3 H3B . . 126(6) ?
C27 N3 H3B . . 108(6) ?
C27 N4 C35 . . 117.6(6) ?
C27 N4 C34 . . 110.5(6) ?
C35 N4 C34 . . 113.2(6) ?
C49 N5 C47 . . 117.2(7) ?
C49 N5 H5B . . 125(6) ?
C47 N5 H5B . . 109(6) ?
C47 N6 C54 . . 109.0(6) ?
C47 N6 C55 . . 115.4(6) ?
C54 N6 C55 . . 117.2(6) ?
C69 N7 C67 . . 119.5(7) ?
C69 N7 H7B . . 115(6) ?
C67 N7 H7B . . 121(6) ?
C74 N8 C67 . . 109.2(6) ?
C74 N8 C75 . . 116.9(6) ?
C67 N8 C75 . . 111.9(6) ?
C6 C1 C2 . . 117.3(8) ?
C6 C1 C7 . . 121.4(7) ?
C2 C1 C7 . . 121.3(7) ?
O3 C2 C3 . . 119.6(8) ?
O3 C2 C1 . . 120.9(8) ?
C3 C2 C1 . . 119.5(9) ?
C4 C3 C2 . . 119.3(9) ?
C4 C3 H3A . . 120.3 ?
C2 C3 H3A . . 120.3 ?
C5 C4 C3 . . 122.1(9) ?
C5 C4 H4A . . 119.0 ?
C3 C4 H4A . . 119.0 ?
C6 C5 C4 . . 118.1(9) ?
C6 C5 H5A . . 121.0 ?
C4 C5 H5A . . 121.0 ?
C5 C6 C1 . . 123.7(8) ?
C5 C6 H6A . . 118.2 ?
C1 C6 H6A . . 118.2 ?
N1 C7 N2 . . 111.0(6) ?
N1 C7 C1 . . 113.9(6) ?
N2 C7 C1 . . 110.4(6) ?
N1 C7 H7A . . 107.1 ?
N2 C7 H7A . . 107.1 ?
C1 C7 H7A . . 107.1 ?
C13 C8 C9 . . 118.5(8) ?
C13 C8 C14 . . 121.4(7) ?
C9 C8 C14 . . 119.7(7) ?
N1 C9 C10 . . 121.9(7) ?
N1 C9 C8 . . 119.4(7) ?
C10 C9 C8 . . 118.5(7) ?
C11 C10 C9 . . 121.3(8) ?
C11 C10 Br2 . . 119.9(6) ?
C9 C10 Br2 . . 118.8(6) ?
C12 C11 C10 . . 120.0(8) ?
C12 C11 H11 . . 120.0 ?
C10 C11 H11 . . 120.0 ?
C11 C12 C13 . . 120.5(8) ?
C11 C12 Br1 . . 119.7(7) ?
C13 C12 Br1 . . 119.7(7) ?
C8 C13 C12 . . 121.2(8) ?
C8 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
N2 C14 C8 . . 115.0(6) ?
N2 C14 H14A . . 108.5 ?
C8 C14 H14A . . 108.5 ?
N2 C14 H14B . . 108.5 ?
C8 C14 H14B . . 108.5 ?
H14A C14 H14B . . 107.5 ?
C20 C15 N2 . . 119.7(7) ?
C20 C15 C16 . . 112.3(7) ?
N2 C15 C16 . . 111.3(7) ?
C20 C15 H15 . . 103.8 ?
N2 C15 H15 . . 103.8 ?
C16 C15 H15 . . 103.8 ?
C15 C16 C17 . . 110.1(7) ?
C15 C16 H16A . . 109.6 ?
C17 C16 H16A . . 109.6 ?
C15 C16 H16B . . 109.6 ?
C17 C16 H16B . . 109.6 ?
H16A C16 H16B . . 108.1 ?
C18 C17 C16 . . 114.1(8) ?
C18 C17 H17A . . 108.7 ?
C16 C17 H17A . . 108.7 ?
C18 C17 H17B . . 108.7 ?
C16 C17 H17B . . 108.7 ?
H17A C17 H17B . . 107.6 ?
O4 C18 C17 . . 110.9(8) ?
O4 C18 C19 . . 112.4(8) ?
C17 C18 C19 . . 112.2(8) ?
O4 C18 H18 . . 107.0 ?
C17 C18 H18 . . 107.0 ?
C19 C18 H18 . . 107.0 ?
C18 C19 C20 . . 112.1(8) ?
C18 C19 H19A . . 109.2 ?
C20 C19 H19A . . 109.2 ?
C18 C19 H19B . . 109.2 ?
C20 C19 H19B . . 109.2 ?
H19A C19 H19B . . 107.9 ?
C15 C20 C19 . . 113.3(8) ?
C15 C20 H20A . . 108.9 ?
C19 C20 H20A . . 108.9 ?
C15 C20 H20B . . 108.9 ?
C19 C20 H20B . . 108.9 ?
H20A C20 H20B . . 107.7 ?
C22 C21 C26 . . 115.8(8) ?
C22 C21 C27 . . 120.8(8) ?
C26 C21 C27 . . 123.3(8) ?
C23 C22 O1 . . 118.7(8) ?
C23 C22 C21 . . 121.3(9) ?
O1 C22 C21 . . 120.0(8) ?
C22 C23 C24 . . 120.6(9) ?
C22 C23 H23 . . 119.7 ?
C24 C23 H23 . . 119.7 ?
C25 C24 C23 . . 120.1(9) ?
C25 C24 H24 . . 119.9 ?
C23 C24 H24 . . 119.9 ?
C24 C25 C26 . . 120.0(9) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C25 C26 C21 . . 122.2(9) ?
C25 C26 H26 . . 118.9 ?
C21 C26 H26 . . 118.9 ?
N4 C27 N3 . . 111.8(6) ?
N4 C27 C21 . . 110.5(6) ?
N3 C27 C21 . . 113.3(6) ?
N4 C27 H27 . . 107.0 ?
N3 C27 H27 . . 107.0 ?
C21 C27 H27 . . 107.0 ?
C33 C28 C29 . . 120.0(7) ?
C33 C28 C34 . . 121.2(7) ?
C29 C28 C34 . . 118.8(7) ?
C30 C29 C28 . . 117.7(7) ?
C30 C29 N3 . . 122.4(7) ?
C28 C29 N3 . . 119.9(7) ?
C29 C30 C31 . . 122.6(7) ?
C29 C30 Br4 . . 119.1(6) ?
C31 C30 Br4 . . 118.2(6) ?
C32 C31 C30 . . 117.9(8) ?
C32 C31 H31 . . 121.0 ?
C30 C31 H31 . . 121.0 ?
C33 C32 C31 . . 121.1(8) ?
C33 C32 Br3 . . 119.8(7) ?
C31 C32 Br3 . . 119.1(6) ?
C32 C33 C28 . . 120.8(8) ?
C32 C33 H33 . . 119.6 ?
C28 C33 H33 . . 119.6 ?
N4 C34 C28 . . 115.3(6) ?
N4 C34 H34A . . 108.5 ?
C28 C34 H34A . . 108.5 ?
N4 C34 H34B . . 108.5 ?
C28 C34 H34B . . 108.5 ?
H34A C34 H34B . . 107.5 ?
C40 C35 N4 . . 120.3(8) ?
C40 C35 C36 . . 110.4(8) ?
N4 C35 C36 . . 111.1(7) ?
C40 C35 H35 . . 104.5 ?
N4 C35 H35 . . 104.5 ?
C36 C35 H35 . . 104.5 ?
C35 C36 C37 . . 111.7(8) ?
C35 C36 H36A . . 109.3 ?
C37 C36 H36A . . 109.3 ?
C35 C36 H36B . . 109.3 ?
C37 C36 H36B . . 109.3 ?
H36A C36 H36B . . 107.9 ?
C38 C37 C36 . . 112.1(9) ?
C38 C37 H37A . . 109.2 ?
C36 C37 H37A . . 109.2 ?
C38 C37 H37B . . 109.2 ?
C36 C37 H37B . . 109.2 ?
H37A C37 H37B . . 107.9 ?
O2 C38 C37 . . 116.8(11) ?
O2 C38 C39 . . 108.2(10) ?
C37 C38 C39 . . 112.4(9) ?
O2 C38 H38 . . 106.3 ?
C37 C38 H38 . . 106.3 ?
C39 C38 H38 . . 106.3 ?
C38 C39 C40 . . 112.2(9) ?
C38 C39 H39A . . 109.2 ?
C40 C39 H39A . . 109.2 ?
C38 C39 H39B . . 109.2 ?
C40 C39 H39B . . 109.2 ?
H39A C39 H39B . . 107.9 ?
C35 C40 C39 . . 112.6(9) ?
C35 C40 H40A . . 109.1 ?
C39 C40 H40A . . 109.1 ?
C35 C40 H40B . . 109.1 ?
C39 C40 H40B . . 109.1 ?
H40A C40 H40B . . 107.8 ?
C42 C41 C46 . . 118.5(8) ?
C42 C41 C47 . . 119.9(7) ?
C46 C41 C47 . . 121.6(7) ?
O5 C42 C41 . . 122.8(8) ?
O5 C42 C43 . . 117.9(7) ?
C41 C42 C43 . . 119.3(8) ?
C44 C43 C42 . . 120.6(8) ?
C44 C43 H43 . . 119.7 ?
C42 C43 H43 . . 119.7 ?
C45 C44 C43 . . 120.1(8) ?
C45 C44 H44 . . 120.0 ?
C43 C44 H44 . . 120.0 ?
C44 C45 C46 . . 120.4(8) ?
C44 C45 H45 . . 119.8 ?
C46 C45 H45 . . 119.8 ?
C45 C46 C41 . . 121.0(8) ?
C45 C46 H46 . . 119.5 ?
C41 C46 H46 . . 119.5 ?
N6 C47 N5 . . 110.7(6) ?
N6 C47 C41 . . 110.5(6) ?
N5 C47 C41 . . 114.2(6) ?
N6 C47 H47 . . 107.0 ?
N5 C47 H47 . . 107.0 ?
C41 C47 H47 . . 107.0 ?
C53 C48 C49 . . 123.2(8) ?
C53 C48 C54 . . 118.8(8) ?
C49 C48 C54 . . 118.0(7) ?
N5 C49 C48 . . 121.1(8) ?
N5 C49 C50 . . 121.8(8) ?
C48 C49 C50 . . 117.0(8) ?
C51 C50 C49 . . 121.0(9) ?
C51 C50 Br5 . . 119.0(8) ?
C49 C50 Br5 . . 120.0(7) ?
C52 C51 C50 . . 118.7(9) ?
C52 C51 H51 . . 120.7 ?
C50 C51 H51 . . 120.7 ?
C51 C52 C53 . . 122.7(9) ?
C51 C52 Br6 . . 118.0(8) ?
C53 C52 Br6 . . 119.3(8) ?
C48 C53 C52 . . 117.4(9) ?
C48 C53 H53 . . 121.3 ?
C52 C53 H53 . . 121.3 ?
N6 C54 C48 . . 116.7(7) ?
N6 C54 H54A . . 108.1 ?
C48 C54 H54A . . 108.1 ?
N6 C54 H54B . . 108.1 ?
C48 C54 H54B . . 108.1 ?
H54A C54 H54B . . 107.3 ?
C60 C55 N6 . . 117.7(7) ?
C60 C55 C56 . . 110.4(7) ?
N6 C55 C56 . . 110.4(7) ?
C60 C55 H55 . . 105.9 ?
N6 C55 H55 . . 105.9 ?
C56 C55 H55 . . 105.9 ?
C55 C56 C57 . . 112.5(7) ?
C55 C56 H56A . . 109.1 ?
C57 C56 H56A . . 109.1 ?
C55 C56 H56B . . 109.1 ?
C57 C56 H56B . . 109.1 ?
H56A C56 H56B . . 107.8 ?
C58 C57 C56 . . 109.9(8) ?
C58 C57 H57A . . 109.7 ?
C56 C57 H57A . . 109.7 ?
C58 C57 H57B . . 109.7 ?
C56 C57 H57B . . 109.7 ?
H57A C57 H57B . . 108.2 ?
O6 C58 C57 . . 109.3(8) ?
O6 C58 C59 . . 109.6(7) ?
C57 C58 C59 . . 111.9(8) ?
O6 C58 H58 . . 108.6 ?
C57 C58 H58 . . 108.6 ?
C59 C58 H58 . . 108.6 ?
C58 C59 C60 . . 109.7(7) ?
C58 C59 H59A . . 109.7 ?
C60 C59 H59A . . 109.7 ?
C58 C59 H59B . . 109.7 ?
C60 C59 H59B . . 109.7 ?
H59A C59 H59B . . 108.2 ?
C55 C60 C59 . . 110.6(8) ?
C55 C60 H60A . . 109.5 ?
C59 C60 H60A . . 109.5 ?
C55 C60 H60B . . 109.5 ?
C59 C60 H60B . . 109.5 ?
H60A C60 H60B . . 108.1 ?
C66 C61 C62 . . 117.7(7) ?
C66 C61 C67 . . 121.9(7) ?
C62 C61 C67 . . 120.4(7) ?
C63 C62 O7 . . 115.8(8) ?
C63 C62 C61 . . 122.1(8) ?
O7 C62 C61 . . 122.0(7) ?
C62 C63 C64 . . 117.8(9) ?
C62 C63 H63 . . 121.1 ?
C64 C63 H63 . . 121.1 ?
C65 C64 C63 . . 121.5(9) ?
C65 C64 H64 . . 119.3 ?
C63 C64 H64 . . 119.3 ?
C64 C65 C66 . . 119.4(9) ?
C64 C65 H65 . . 120.3 ?
C66 C65 H65 . . 120.3 ?
C65 C66 C61 . . 121.3(8) ?
C65 C66 H66 . . 119.4 ?
C61 C66 H66 . . 119.4 ?
N7 C67 N8 . . 110.6(6) ?
N7 C67 C61 . . 113.9(7) ?
N8 C67 C61 . . 110.1(6) ?
N7 C67 H67 . . 107.3 ?
N8 C67 H67 . . 107.3 ?
C61 C67 H67 . . 107.3 ?
C73 C68 C69 . . 120.9(8) ?
C73 C68 C74 . . 121.4(8) ?
C69 C68 C74 . . 117.7(8) ?
N7 C69 C70 . . 121.7(8) ?
N7 C69 C68 . . 120.4(7) ?
C70 C69 C68 . . 118.0(8) ?
C69 C70 C71 . . 121.4(9) ?
C69 C70 Br7 . . 121.0(8) ?
C71 C70 Br7 . . 117.6(7) ?
C72 C71 C70 . . 119.4(9) ?
C72 C71 H71 . . 120.3 ?
C70 C71 H71 . . 120.3 ?
C71 C72 C73 . . 122.0(9) ?
C71 C72 Br8 . . 121.5(8) ?
C73 C72 Br8 . . 116.6(8) ?
C68 C73 C72 . . 118.3(8) ?
C68 C73 H73 . . 120.9 ?
C72 C73 H73 . . 120.9 ?
N8 C74 C68 . . 114.0(6) ?
N8 C74 H74A . . 108.7 ?
C68 C74 H74A . . 108.7 ?
N8 C74 H74B . . 108.7 ?
C68 C74 H74B . . 108.7 ?
H74A C74 H74B . . 107.6 ?
C76 C75 C80 . . 109.0(7) ?
C76 C75 N8 . . 109.5(6) ?
C80 C75 N8 . . 115.8(7) ?
C76 C75 H75 . . 107.4 ?
C80 C75 H75 . . 107.4 ?
N8 C75 H75 . . 107.4 ?
C75 C76 C77 . . 113.1(7) ?
C75 C76 H76A . . 109.0 ?
C77 C76 H76A . . 109.0 ?
C75 C76 H76B . . 109.0 ?
C77 C76 H76B . . 109.0 ?
H76A C76 H76B . . 107.8 ?
C76 C77 C78 . . 111.8(7) ?
C76 C77 H77A . . 109.3 ?
C78 C77 H77A . . 109.3 ?
C76 C77 H77B . . 109.3 ?
C78 C77 H77B . . 109.3 ?
H77A C77 H77B . . 107.9 ?
O8 C78 C79 . . 112.2(7) ?
O8 C78 C77 . . 110.5(7) ?
C79 C78 C77 . . 109.3(7) ?
O8 C78 H78 . . 108.2 ?
C79 C78 H78 . . 108.2 ?
C77 C78 H78 . . 108.2 ?
C78 C79 C80 . . 111.6(7) ?
C78 C79 H79A . . 109.3 ?
C80 C79 H79A . . 109.3 ?
C78 C79 H79B . . 109.3 ?
C80 C79 H79B . . 109.3 ?
H79A C79 H79B . . 108.0 ?
C75 C80 C79 . . 111.4(8) ?
C75 C80 H80A . . 109.3 ?
C79 C80 H80A . . 109.3 ?
C75 C80 H80B . . 109.3 ?
C79 C80 H80B . . 109.3 ?
H80A C80 H80B . . 108.0 ?
C81 O9 H9 . . 109.5 ?
C82 O10 H10 . . 109.5 ?
O9 C81 H81A . . 109.5 ?
O9 C81 H81B . . 109.5 ?
H81A C81 H81B . . 109.5 ?
O9 C81 H81C . . 109.5 ?
H81A C81 H81C . . 109.5 ?
H81B C81 H81C . . 109.5 ?
O10 C82 H82A . . 109.5 ?
O10 C82 H82B . . 109.5 ?
H82A C82 H82B . . 109.5 ?
O10 C82 H82C . . 109.5 ?
H82A C82 H82C . . 109.5 ?
H82B C82 H82C . . 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
Br1 C12 . 1.907(8) ?
Br2 C10 . 1.902(8) ?
Br3 C32 . 1.903(7) ?
Br4 C30 . 1.920(8) ?
Br5 C50 . 1.902(9) ?
Br6 C52 . 1.911(9) ?
Br7 C70 . 1.872(9) ?
Br8 C72 . 1.892(9) ?
O1 C22 . 1.376(9) ?
O1 H1 . 0.8200 ?
O2 C38 . 1.429(11) ?
O2 H2 . 0.8200 ?
O3 C2 . 1.353(9) ?
O3 H3 . 0.8200 ?
O4 C18 . 1.425(10) ?
O4 H4 . 0.8200 ?
O5 C42 . 1.359(9) ?
O5 H5 . 0.8200 ?
O6 C58 . 1.458(10) ?
O6 H6 . 0.8200 ?
O7 C62 . 1.381(9) ?
O7 H7 . 0.85(6) ?
O8 C78 . 1.419(9) ?
O8 H8 . 0.84(9) ?
N1 C9 . 1.373(9) ?
N1 C7 . 1.467(9) ?
N1 H1A . 0.91(8) ?
N2 C14 . 1.468(9) ?
N2 C15 . 1.475(9) ?
N2 C7 . 1.477(9) ?
N3 C29 . 1.394(9) ?
N3 C27 . 1.462(9) ?
N3 H3B . 0.91(8) ?
N4 C27 . 1.446(9) ?
N4 C35 . 1.459(9) ?
N4 C34 . 1.465(9) ?
N5 C49 . 1.367(10) ?
N5 C47 . 1.470(9) ?
N5 H5B . 0.90(6) ?
N6 C47 . 1.462(9) ?
N6 C54 . 1.464(9) ?
N6 C55 . 1.485(9) ?
N7 C69 . 1.376(10) ?
N7 C67 . 1.460(9) ?
N7 H7B . 0.90(6) ?
N8 C74 . 1.463(9) ?
N8 C67 . 1.469(9) ?
N8 C75 . 1.513(9) ?
C1 C6 . 1.386(10) ?
C1 C2 . 1.411(11) ?
C1 C7 . 1.529(10) ?
C2 C3 . 1.403(11) ?
C3 C4 . 1.378(12) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.367(12) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.361(11) ?
C5 H5A . 0.9300 ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9800 ?
C8 C13 . 1.379(10) ?
C8 C9 . 1.411(10) ?
C8 C14 . 1.498(10) ?
C9 C10 . 1.395(10) ?
C10 C11 . 1.375(10) ?
C11 C12 . 1.343(11) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.387(11) ?
C13 H13 . 0.9300 ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C20 . 1.455(11) ?
C15 C16 . 1.515(10) ?
C15 H15 . 0.9800 ?
C16 C17 . 1.538(11) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C18 . 1.453(12) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 C19 . 1.505(11) ?
C18 H18 . 0.9800 ?
C19 C20 . 1.508(11) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
C21 C22 . 1.398(11) ?
C21 C26 . 1.411(10) ?
C21 C27 . 1.530(10) ?
C22 C23 . 1.364(11) ?
C23 C24 . 1.375(12) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.351(12) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.361(11) ?
C25 H25 . 0.9300 ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9800 ?
C28 C33 . 1.371(10) ?
C28 C29 . 1.392(10) ?
C28 C34 . 1.526(10) ?
C29 C30 . 1.374(10) ?
C30 C31 . 1.380(10) ?
C31 C32 . 1.367(11) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.360(11) ?
C33 H33 . 0.9300 ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C35 C40 . 1.440(11) ?
C35 C36 . 1.518(11) ?
C35 H35 . 0.9800 ?
C36 C37 . 1.537(12) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
C37 C38 . 1.450(14) ?
C37 H37A . 0.9700 ?
C37 H37B . 0.9700 ?
C38 C39 . 1.513(13) ?
C38 H38 . 0.9800 ?
C39 C40 . 1.575(12) ?
C39 H39A . 0.9700 ?
C39 H39B . 0.9700 ?
C40 H40A . 0.9700 ?
C40 H40B . 0.9700 ?
C41 C42 . 1.387(10) ?
C41 C46 . 1.405(10) ?
C41 C47 . 1.531(10) ?
C42 C43 . 1.392(11) ?
C43 C44 . 1.382(11) ?
C43 H43 . 0.9300 ?
C44 C45 . 1.356(11) ?
C44 H44 . 0.9300 ?
C45 C46 . 1.365(11) ?
C45 H45 . 0.9300 ?
C46 H46 . 0.9300 ?
C47 H47 . 0.9800 ?
C48 C53 . 1.352(11) ?
C48 C49 . 1.391(11) ?
C48 C54 . 1.506(10) ?
C49 C50 . 1.400(11) ?
C50 C51 . 1.384(12) ?
C51 C52 . 1.355(13) ?
C51 H51 . 0.9300 ?
C52 C53 . 1.390(12) ?
C53 H53 . 0.9300 ?
C54 H54A . 0.9700 ?
C54 H54B . 0.9700 ?
C55 C60 . 1.480(11) ?
C55 C56 . 1.493(10) ?
C55 H55 . 0.9800 ?
C56 C57 . 1.541(11) ?
C56 H56A . 0.9700 ?
C56 H56B . 0.9700 ?
C57 C58 . 1.460(11) ?
C57 H57A . 0.9700 ?
C57 H57B . 0.9700 ?
C58 C59 . 1.498(11) ?
C58 H58 . 0.9800 ?
C59 C60 . 1.521(11) ?
C59 H59A . 0.9700 ?
C59 H59B . 0.9700 ?
C60 H60A . 0.9700 ?
C60 H60B . 0.9700 ?
C61 C66 . 1.385(10) ?
C61 C62 . 1.385(10) ?
C61 C67 . 1.529(10) ?
C62 C63 . 1.365(11) ?
C63 C64 . 1.400(12) ?
C63 H63 . 0.9300 ?
C64 C65 . 1.351(12) ?
C64 H64 . 0.9300 ?
C65 C66 . 1.372(11) ?
C65 H65 . 0.9300 ?
C66 H66 . 0.9300 ?
C67 H67 . 0.9800 ?
C68 C73 . 1.394(11) ?
C68 C69 . 1.421(10) ?
C68 C74 . 1.502(11) ?
C69 C70 . 1.381(11) ?
C70 C71 . 1.406(12) ?
C71 C72 . 1.353(12) ?
C71 H71 . 0.9300 ?
C72 C73 . 1.403(12) ?
C73 H73 . 0.9300 ?
C74 H74A . 0.9700 ?
C74 H74B . 0.9700 ?
C75 C76 . 1.477(10) ?
C75 C80 . 1.503(11) ?
C75 H75 . 0.9800 ?
C76 C77 . 1.506(10) ?
C76 H76A . 0.9700 ?
C76 H76B . 0.9700 ?
C77 C78 . 1.518(11) ?
C77 H77A . 0.9700 ?
C77 H77B . 0.9700 ?
C78 C79 . 1.476(10) ?
C78 H78 . 0.9800 ?
C79 C80 . 1.510(11) ?
C79 H79A . 0.9700 ?
C79 H79B . 0.9700 ?
C80 H80A . 0.9700 ?
C80 H80B . 0.9700 ?
O9 C81 . 1.425(10) ?
O9 H9 . 0.8200 ?
O10 C82 . 1.427(9) ?
O10 H10 . 0.8200 ?
C81 H81A . 0.9600 ?
C81 H81B . 0.9600 ?
C81 H81C . 0.9600 ?
C82 H82A . 0.9600 ?
C82 H82B . 0.9600 ?
C82 H82C . 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 N4 . 0.82 1.93 2.643(8) 145
N1 H1A Br2 . 0.91(8) 2.69(7) 3.081(7) 107(6)
O2 H2 O9 1_654 0.82 1.85 2.660(15) 167
O3 H3 N2 . 0.82 1.93 2.661(9) 148
N3 H3B Br4 . 0.91(8) 2.77(8) 3.097(7) 103(5)
O4 H4 O6 1_554 0.82 2.13 2.721(10) 129
O5 H5 N6 . 0.82 1.95 2.650(9) 143
N5 H5B Br5 . 0.90(6) 2.77(8) 3.110(7) 104(6)
O6 H6 O8 2_657 0.82 1.95 2.735(9) 160
O7 H7 N8 . 0.85(6) 1.99(8) 2.717(9) 142(6)
N7 H7B Br7 . 0.90(6) 2.61(8) 3.100(7) 115(6)
O8 H8 O2 1_456 0.84(9) 1.90(8) 2.713(11) 162(8)
O9 H9 O10 1_455 0.82 2.18 2.94(2) 156
