#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/04/7200408.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_7200408
loop_
_publ_author_name
'Zhu, Yuan-Yuan'
'Jiang, Long'
'Li, Zhan-Ting'
_publ_section_title
;
 Intramolecular six-membered N--H⋯Br and N--H⋯I hydrogen
 bonding in aromatic amides in the absence of competing interactions
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              235
_journal_paper_doi               10.1039/b814859g
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C46 H35 Br N2 O2, C4 H8 O2'
_chemical_formula_sum            'C50 H43 Br N2 O4'
_chemical_formula_weight         815.77
_chemical_name_systematic
;
?
;
_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                99.681(3)
_cell_angle_beta                 95.973(2)
_cell_angle_gamma                99.563(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0756(13)
_cell_length_b                   13.5573(17)
_cell_length_c                   16.036(2)
_cell_measurement_reflns_used    1849
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      43.376
_cell_measurement_theta_min      4.579
_cell_volume                     2109.6(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0714
_diffrn_reflns_av_sigmaI/netI    0.1400
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11628
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    1.021
_exptl_absorpt_correction_T_max  0.7493
_exptl_absorpt_correction_T_min  0.6855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     516
_refine_ls_number_reflns         8165
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0625P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1610
_reflns_number_gt                4062
_reflns_number_total             8165
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b814859g.txt
_cod_data_source_block           cd27557
_cod_original_sg_symbol_Hall     '-p 1'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7200408
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 -0.11149(5) 0.52046(4) 0.67128(3) 0.0559(2) Uani 1 1 d . . .
O1 O -0.1906(4) 0.1541(3) 0.3078(3) 0.0904(14) Uani 1 1 d . . .
O2 O 0.2888(3) 0.4729(3) 0.6407(2) 0.0570(9) Uani 1 1 d . . .
O3 O 0.3105(4) 0.2150(4) 0.4296(3) 0.1083(15) Uani 1 1 d U . .
O4 O 0.5297(5) 0.2388(4) 0.4353(4) 0.1349(15) Uani 1 1 d U . .
N1 N 0.0179(4) 0.2231(3) 0.3771(2) 0.0431(10) Uani 1 1 d . . .
H1A H 0.1029 0.2231 0.3755 0.052 Uiso 1 1 calc R . .
N2 N 0.1460(3) 0.4225(3) 0.7319(2) 0.0389(9) Uani 1 1 d . . .
H2A H 0.0613 0.4057 0.7365 0.047 Uiso 1 1 calc R . .
C1 C -0.0156(4) 0.2912(3) 0.4447(3) 0.0356(11) Uani 1 1 d . . .
C2 C 0.0830(4) 0.3317(3) 0.5138(3) 0.0366(11) Uani 1 1 d . . .
H2 H 0.1678 0.3132 0.5136 0.044 Uiso 1 1 calc R . .
C3 C 0.0602(4) 0.3986(3) 0.5831(3) 0.0346(10) Uani 1 1 d . . .
C4 C -0.0671(4) 0.4258(3) 0.5813(3) 0.0373(11) Uani 1 1 d . . .
C5 C -0.1650(5) 0.3865(4) 0.5112(3) 0.0457(12) Uani 1 1 d . . .
H5 H -0.2495 0.4057 0.5106 0.055 Uiso 1 1 calc R . .
C6 C -0.1409(5) 0.3203(3) 0.4430(3) 0.0415(11) Uani 1 1 d . . .
H6 H -0.2075 0.2951 0.3961 0.050 Uiso 1 1 calc R . .
C7 C -0.0693(5) 0.1576(4) 0.3144(3) 0.0486(13) Uani 1 1 d . . .
C8 C -0.0047(4) 0.0859(3) 0.2495(3) 0.0411(12) Uani 1 1 d . . .
C9 C 0.0335(4) -0.0049(4) 0.2889(3) 0.0441(12) Uani 1 1 d . . .
C10 C 0.0490(7) -0.0068(4) 0.3743(4) 0.0782(19) Uani 1 1 d . . .
H10 H 0.0299 0.0476 0.4117 0.094 Uiso 1 1 calc R . .
C11 C 0.0896(8) -0.0817(5) 0.4060(4) 0.098(2) Uani 1 1 d . . .
H11 H 0.1030 -0.0781 0.4648 0.118 Uiso 1 1 calc R . .
C12 C 0.1121(6) -0.1652(5) 0.3521(5) 0.0803(19) Uani 1 1 d . . .
H12 H 0.1368 -0.2203 0.3733 0.096 Uiso 1 1 calc R . .
C13 C 0.0972(5) -0.1652(4) 0.2659(4) 0.0688(16) Uani 1 1 d . . .
H13 H 0.1148 -0.2203 0.2284 0.083 Uiso 1 1 calc R . .
C14 C 0.0578(5) -0.0876(4) 0.2350(4) 0.0581(14) Uani 1 1 d . . .
H14 H 0.0467 -0.0897 0.1764 0.070 Uiso 1 1 calc R . .
C15 C 0.1204(5) 0.1527(4) 0.2249(3) 0.0446(12) Uani 1 1 d . . .
C16 C 0.2446(5) 0.1234(4) 0.2239(3) 0.0588(14) Uani 1 1 d . . .
H16 H 0.2554 0.0619 0.2396 0.071 Uiso 1 1 calc R . .
C17 C 0.3546(5) 0.1838(5) 0.2001(4) 0.0726(17) Uani 1 1 d . . .
H17 H 0.4377 0.1625 0.2003 0.087 Uiso 1 1 calc R . .
C18 C 0.3416(7) 0.2707(5) 0.1772(4) 0.0788(19) Uani 1 1 d . . .
H18 H 0.4152 0.3113 0.1616 0.095 Uiso 1 1 calc R . .
C19 C 0.2180(7) 0.3009(4) 0.1765(3) 0.0678(16) Uani 1 1 d . . .
H19 H 0.2087 0.3620 0.1597 0.081 Uiso 1 1 calc R . .
C20 C 0.1073(5) 0.2426(4) 0.2001(3) 0.0511(13) Uani 1 1 d . . .
H20 H 0.0245 0.2644 0.1991 0.061 Uiso 1 1 calc R . .
C21 C -0.1127(5) 0.0407(3) 0.1706(3) 0.0455(12) Uani 1 1 d . . .
C22 C -0.0949(5) 0.0580(4) 0.0886(3) 0.0543(13) Uani 1 1 d . . .
H22 H -0.0149 0.0977 0.0796 0.065 Uiso 1 1 calc R . .
C23 C -0.1963(6) 0.0162(4) 0.0205(3) 0.0674(16) Uani 1 1 d . . .
H23 H -0.1843 0.0285 -0.0338 0.081 Uiso 1 1 calc R . .
C24 C -0.3165(6) -0.0442(5) 0.0330(4) 0.0742(17) Uani 1 1 d . . .
H24 H -0.3843 -0.0723 -0.0128 0.089 Uiso 1 1 calc R . .
C25 C -0.3334(6) -0.0615(4) 0.1121(4) 0.0704(17) Uani 1 1 d . . .
H25 H -0.4136 -0.1013 0.1205 0.085 Uiso 1 1 calc R . .
C26 C -0.2345(5) -0.0214(4) 0.1801(3) 0.0560(14) Uani 1 1 d . . .
H26 H -0.2481 -0.0356 0.2337 0.067 Uiso 1 1 calc R . .
C27 C 0.1756(5) 0.4353(3) 0.6538(3) 0.0402(11) Uani 1 1 d . . .
C28 C 0.2419(4) 0.4341(3) 0.8099(3) 0.0394(11) Uani 1 1 d . . .
C29 C 0.3590(5) 0.3810(4) 0.7862(3) 0.0475(12) Uani 1 1 d . . .
C30 C 0.4918(5) 0.4252(5) 0.8068(4) 0.0666(16) Uani 1 1 d . . .
H30 H 0.5142 0.4913 0.8382 0.080 Uiso 1 1 calc R . .
C31 C 0.5941(8) 0.3767(7) 0.7834(5) 0.103(3) Uani 1 1 d . . .
H31 H 0.6843 0.4093 0.7980 0.124 Uiso 1 1 calc R . .
C32 C 0.5620(8) 0.2802(9) 0.7384(6) 0.116(3) Uani 1 1 d . . .
H32 H 0.6315 0.2468 0.7225 0.140 Uiso 1 1 calc R . .
C33 C 0.4274(8) 0.2292(6) 0.7150(5) 0.100(2) Uani 1 1 d . . .
H33 H 0.4053 0.1625 0.6847 0.120 Uiso 1 1 calc R . .
C34 C 0.3284(6) 0.2839(5) 0.7399(4) 0.0716(17) Uani 1 1 d . . .
H34 H 0.2375 0.2532 0.7243 0.086 Uiso 1 1 calc R . .
C35 C 0.2891(4) 0.5450(4) 0.8537(3) 0.0431(12) Uani 1 1 d . . .
C36 C 0.3544(5) 0.5671(4) 0.9366(3) 0.0569(14) Uani 1 1 d . . .
H36 H 0.3740 0.5150 0.9641 0.068 Uiso 1 1 calc R . .
C37 C 0.3915(5) 0.6705(5) 0.9796(4) 0.0715(18) Uani 1 1 d . . .
H37 H 0.4359 0.6848 1.0353 0.086 Uiso 1 1 calc R . .
C38 C 0.3639(5) 0.7504(5) 0.9415(4) 0.0661(16) Uani 1 1 d . . .
H38 H 0.3891 0.8174 0.9708 0.079 Uiso 1 1 calc R . .
C39 C 0.2984(5) 0.7281(4) 0.8595(4) 0.0601(15) Uani 1 1 d . . .
H39 H 0.2776 0.7804 0.8326 0.072 Uiso 1 1 calc R . .
C40 C 0.2628(4) 0.6274(4) 0.8162(3) 0.0514(13) Uani 1 1 d . . .
H40 H 0.2199 0.6142 0.7602 0.062 Uiso 1 1 calc R . .
C41 C 0.1559(5) 0.3834(4) 0.8709(3) 0.0424(12) Uani 1 1 d . . .
C42 C 0.0393(5) 0.4172(4) 0.8890(3) 0.0480(12) Uani 1 1 d . . .
H42 H 0.0157 0.4713 0.8657 0.058 Uiso 1 1 calc R . .
C43 C -0.0434(5) 0.3728(4) 0.9409(3) 0.0604(15) Uani 1 1 d . . .
H43 H -0.1224 0.3966 0.9522 0.073 Uiso 1 1 calc R . .
C44 C -0.0076(6) 0.2909(5) 0.9769(3) 0.0681(16) Uani 1 1 d . . .
H44 H -0.0635 0.2598 1.0114 0.082 Uiso 1 1 calc R . .
C45 C 0.1097(6) 0.2578(4) 0.9607(3) 0.0654(16) Uani 1 1 d . . .
H45 H 0.1346 0.2046 0.9848 0.079 Uiso 1 1 calc R . .
C46 C 0.1919(5) 0.3037(4) 0.9081(3) 0.0536(13) Uani 1 1 d . . .
H46 H 0.2719 0.2812 0.8976 0.064 Uiso 1 1 calc R . .
C47 C 0.4335(8) 0.3698(6) 0.4136(6) 0.132(2) Uani 1 1 d U . .
H47A H 0.3531 0.3807 0.3815 0.198 Uiso 1 1 calc R . .
H47B H 0.5093 0.3827 0.3827 0.198 Uiso 1 1 calc R . .
H47C H 0.4510 0.4152 0.4680 0.198 Uiso 1 1 calc R . .
C48 C 0.4149(9) 0.2696(7) 0.4260(6) 0.1178(18) Uani 1 1 d U . .
C49 C 0.5343(10) 0.1355(8) 0.4582(7) 0.154(2) Uani 1 1 d U . .
H49A H 0.6218 0.1390 0.4912 0.185 Uiso 1 1 calc R . .
H49B H 0.4654 0.1217 0.4948 0.185 Uiso 1 1 calc R . .
C50 C 0.5142(11) 0.0520(8) 0.3884(7) 0.190(3) Uani 1 1 d U . .
H50A H 0.5278 0.0770 0.3368 0.285 Uiso 1 1 calc R . .
H50B H 0.4234 0.0140 0.3829 0.285 Uiso 1 1 calc R . .
H50C H 0.5780 0.0086 0.3985 0.285 Uiso 1 1 calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C48 O4 C49 120.0(7) . . ?
C7 N1 C1 127.0(4) . . ?
C7 N1 H1A 116.5 . . ?
C1 N1 H1A 116.5 . . ?
C27 N2 C28 127.4(4) . . ?
C27 N2 H2A 116.3 . . ?
C28 N2 H2A 116.3 . . ?
C2 C1 C6 119.5(4) . . ?
C2 C1 N1 117.8(4) . . ?
C6 C1 N1 122.6(4) . . ?
C3 C2 C1 122.3(4) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 117.6(4) . . ?
C2 C3 C27 116.4(4) . . ?
C4 C3 C27 125.9(4) . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 Br1 117.8(3) . . ?
C3 C4 Br1 122.2(3) . . ?
C6 C5 C4 121.7(4) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 118.8(4) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
O1 C7 N1 122.4(5) . . ?
O1 C7 C8 121.2(4) . . ?
N1 C7 C8 116.4(4) . . ?
C21 C8 C15 111.0(4) . . ?
C21 C8 C9 107.4(4) . . ?
C15 C8 C9 112.5(4) . . ?
C21 C8 C7 107.9(4) . . ?
C15 C8 C7 107.0(4) . . ?
C9 C8 C7 110.9(4) . . ?
C10 C9 C14 117.1(5) . . ?
C10 C9 C8 124.6(5) . . ?
C14 C9 C8 118.2(4) . . ?
C11 C10 C9 123.2(6) . . ?
C11 C10 H10 118.4 . . ?
C9 C10 H10 118.4 . . ?
C10 C11 C12 119.7(6) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 118.1(6) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C14 C13 C12 121.1(6) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C9 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C20 C15 C16 117.8(4) . . ?
C20 C15 C8 119.6(4) . . ?
C16 C15 C8 122.5(5) . . ?
C15 C16 C17 121.4(5) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 120.4(6) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.2(5) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18 C19 C20 121.6(5) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C15 C20 C19 119.5(5) . . ?
C15 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C22 C21 C26 117.5(5) . . ?
C22 C21 C8 122.9(4) . . ?
C26 C21 C8 119.6(4) . . ?
C23 C22 C21 120.2(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.4(5) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 119.4(5) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 121.1(5) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C21 121.3(5) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
O2 C27 N2 123.1(4) . . ?
O2 C27 C3 121.7(4) . . ?
N2 C27 C3 115.2(4) . . ?
N2 C28 C35 112.4(4) . . ?
N2 C28 C29 107.7(4) . . ?
C35 C28 C29 113.1(4) . . ?
N2 C28 C41 103.9(3) . . ?
C35 C28 C41 105.8(4) . . ?
C29 C28 C41 113.7(4) . . ?
C30 C29 C34 117.8(5) . . ?
C30 C29 C28 123.9(5) . . ?
C34 C29 C28 118.3(5) . . ?
C29 C30 C31 122.6(7) . . ?
C29 C30 H30 118.7 . . ?
C31 C30 H30 118.7 . . ?
C32 C31 C30 118.9(8) . . ?
C32 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
C31 C32 C33 121.9(8) . . ?
C31 C32 H32 119.0 . . ?
C33 C32 H32 119.0 . . ?
C34 C33 C32 116.1(7) . . ?
C34 C33 H33 122.0 . . ?
C32 C33 H33 122.0 . . ?
C29 C34 C33 122.7(6) . . ?
C29 C34 H34 118.6 . . ?
C33 C34 H34 118.6 . . ?
C36 C35 C40 117.3(5) . . ?
C36 C35 C28 119.2(4) . . ?
C40 C35 C28 123.5(4) . . ?
C35 C36 C37 119.3(5) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C38 C37 C36 122.4(5) . . ?
C38 C37 H37 118.8 . . ?
C36 C37 H37 118.8 . . ?
C39 C38 C37 118.1(5) . . ?
C39 C38 H38 120.9 . . ?
C37 C38 H38 120.9 . . ?
C38 C39 C40 120.2(5) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C39 C40 C35 122.7(5) . . ?
C39 C40 H40 118.6 . . ?
C35 C40 H40 118.6 . . ?
C42 C41 C46 118.6(4) . . ?
C42 C41 C28 118.9(4) . . ?
C46 C41 C28 122.5(4) . . ?
C41 C42 C43 121.4(5) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 H42 119.3 . . ?
C42 C43 C44 119.6(5) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 H43 120.2 . . ?
C45 C44 C43 119.6(5) . . ?
C45 C44 H44 120.2 . . ?
C43 C44 H44 120.2 . . ?
C44 C45 C46 119.8(5) . . ?
C44 C45 H45 120.1 . . ?
C46 C45 H45 120.1 . . ?
C45 C46 C41 121.0(5) . . ?
C45 C46 H46 119.5 . . ?
C41 C46 H46 119.5 . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C48 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
O3 C48 O4 121.0(9) . . ?
O3 C48 C47 127.6(9) . . ?
O4 C48 C47 111.3(8) . . ?
C50 C49 O4 116.1(9) . . ?
C50 C49 H49A 108.3 . . ?
O4 C49 H49A 108.3 . . ?
C50 C49 H49B 108.3 . . ?
O4 C49 H49B 108.3 . . ?
H49A C49 H49B 107.4 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
Br1 C4 1.905(4) . ?
O1 C7 1.207(5) . ?
O2 C27 1.224(5) . ?
O3 C48 1.194(8) . ?
O4 C48 1.296(9) . ?
O4 C49 1.513(9) . ?
N1 C7 1.351(5) . ?
N1 C1 1.409(5) . ?
N1 H1A 0.8600 . ?
N2 C27 1.349(5) . ?
N2 C28 1.468(5) . ?
N2 H2A 0.8600 . ?
C1 C2 1.379(6) . ?
C1 C6 1.382(6) . ?
C2 C3 1.375(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(6) . ?
C3 C27 1.493(6) . ?
C4 C5 1.383(6) . ?
C5 C6 1.364(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.570(6) . ?
C8 C21 1.547(6) . ?
C8 C15 1.552(6) . ?
C8 C9 1.559(6) . ?
C9 C10 1.367(7) . ?
C9 C14 1.367(7) . ?
C10 C11 1.314(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.336(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.366(6) . ?
C15 C16 1.375(6) . ?
C16 C17 1.391(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.314(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.381(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.398(6) . ?
C21 C26 1.407(6) . ?
C22 C23 1.388(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.398(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.352(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.368(7) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C28 C35 1.522(6) . ?
C28 C29 1.530(6) . ?
C28 C41 1.544(6) . ?
C29 C30 1.354(7) . ?
C29 C34 1.367(7) . ?
C30 C31 1.363(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.353(10) . ?
C31 H31 0.9300 . ?
C32 C33 1.398(10) . ?
C32 H32 0.9300 . ?
C33 C34 1.391(8) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C36 1.381(6) . ?
C35 C40 1.404(6) . ?
C36 C37 1.423(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.382(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.370(7) . ?
C38 H38 0.9300 . ?
C39 C40 1.393(7) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C42 1.370(6) . ?
C41 C46 1.399(6) . ?
C42 C43 1.377(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.416(7) . ?
C43 H43 0.9300 . ?
C44 C45 1.367(7) . ?
C44 H44 0.9300 . ?
C45 C46 1.391(6) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C48 1.391(10) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C49 C50 1.423(12) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O3 0.86 2.21 3.006(6) 154.6 .
N2 H2A Br1 0.86 2.76 3.239(4) 116.8 .
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
C7 N1 C1 C2 163.3(4) . . . . ?
C7 N1 C1 C6 -18.4(7) . . . . ?
C6 C1 C2 C3 1.9(6) . . . . ?
N1 C1 C2 C3 -179.7(4) . . . . ?
C1 C2 C3 C4 -0.7(6) . . . . ?
C1 C2 C3 C27 179.3(4) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C27 C3 C4 C5 179.6(4) . . . . ?
C2 C3 C4 Br1 -178.2(3) . . . . ?
C27 C3 C4 Br1 1.8(6) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
Br1 C4 C5 C6 178.4(3) . . . . ?
C4 C5 C6 C1 0.7(7) . . . . ?
C2 C1 C6 C5 -1.8(6) . . . . ?
N1 C1 C6 C5 179.9(4) . . . . ?
C1 N1 C7 O1 3.3(8) . . . . ?
C1 N1 C7 C8 -176.9(4) . . . . ?
O1 C7 C8 C21 15.6(6) . . . . ?
N1 C7 C8 C21 -164.2(4) . . . . ?
O1 C7 C8 C15 135.2(5) . . . . ?
N1 C7 C8 C15 -44.6(5) . . . . ?
O1 C7 C8 C9 -101.8(5) . . . . ?
N1 C7 C8 C9 78.4(5) . . . . ?
C21 C8 C9 C10 -136.5(5) . . . . ?
C15 C8 C9 C10 101.0(5) . . . . ?
C7 C8 C9 C10 -18.8(6) . . . . ?
C21 C8 C9 C14 45.7(5) . . . . ?
C15 C8 C9 C14 -76.8(5) . . . . ?
C7 C8 C9 C14 163.4(4) . . . . ?
C14 C9 C10 C11 2.2(9) . . . . ?
C8 C9 C10 C11 -175.6(6) . . . . ?
C9 C10 C11 C12 -3.2(11) . . . . ?
C10 C11 C12 C13 3.0(10) . . . . ?
C11 C12 C13 C14 -2.0(9) . . . . ?
C12 C13 C14 C9 1.2(8) . . . . ?
C10 C9 C14 C13 -1.2(8) . . . . ?
C8 C9 C14 C13 176.8(4) . . . . ?
C21 C8 C15 C20 68.2(5) . . . . ?
C9 C8 C15 C20 -171.5(4) . . . . ?
C7 C8 C15 C20 -49.4(5) . . . . ?
C21 C8 C15 C16 -109.4(5) . . . . ?
C9 C8 C15 C16 11.0(6) . . . . ?
C7 C8 C15 C16 133.0(5) . . . . ?
C20 C15 C16 C17 1.2(8) . . . . ?
C8 C15 C16 C17 178.8(5) . . . . ?
C15 C16 C17 C18 -0.5(9) . . . . ?
C16 C17 C18 C19 -0.4(10) . . . . ?
C17 C18 C19 C20 0.6(9) . . . . ?
C16 C15 C20 C19 -1.0(7) . . . . ?
C8 C15 C20 C19 -178.7(4) . . . . ?
C18 C19 C20 C15 0.1(8) . . . . ?
C15 C8 C21 C22 1.1(6) . . . . ?
C9 C8 C21 C22 -122.2(5) . . . . ?
C7 C8 C21 C22 118.2(5) . . . . ?
C15 C8 C21 C26 -179.4(4) . . . . ?
C9 C8 C21 C26 57.3(5) . . . . ?
C7 C8 C21 C26 -62.4(5) . . . . ?
C26 C21 C22 C23 1.2(7) . . . . ?
C8 C21 C22 C23 -179.3(5) . . . . ?
C21 C22 C23 C24 -0.6(8) . . . . ?
C22 C23 C24 C25 0.2(9) . . . . ?
C23 C24 C25 C26 -0.4(9) . . . . ?
C24 C25 C26 C21 1.2(9) . . . . ?
C22 C21 C26 C25 -1.5(8) . . . . ?
C8 C21 C26 C25 179.0(5) . . . . ?
C28 N2 C27 O2 -10.7(7) . . . . ?
C28 N2 C27 C3 168.4(4) . . . . ?
C2 C3 C27 O2 52.6(6) . . . . ?
C4 C3 C27 O2 -127.4(5) . . . . ?
C2 C3 C27 N2 -126.6(4) . . . . ?
C4 C3 C27 N2 53.4(6) . . . . ?
C27 N2 C28 C35 80.6(5) . . . . ?
C27 N2 C28 C29 -44.6(6) . . . . ?
C27 N2 C28 C41 -165.5(4) . . . . ?
N2 C28 C29 C30 129.0(5) . . . . ?
C35 C28 C29 C30 4.2(6) . . . . ?
C41 C28 C29 C30 -116.5(5) . . . . ?
N2 C28 C29 C34 -49.5(5) . . . . ?
C35 C28 C29 C34 -174.3(4) . . . . ?
C41 C28 C29 C34 65.0(6) . . . . ?
C34 C29 C30 C31 -0.2(9) . . . . ?
C28 C29 C30 C31 -178.7(6) . . . . ?
C29 C30 C31 C32 -0.6(11) . . . . ?
C30 C31 C32 C33 0.2(12) . . . . ?
C31 C32 C33 C34 0.8(11) . . . . ?
C30 C29 C34 C33 1.3(9) . . . . ?
C28 C29 C34 C33 179.9(5) . . . . ?
C32 C33 C34 C29 -1.6(10) . . . . ?
N2 C28 C35 C36 165.6(4) . . . . ?
C29 C28 C35 C36 -72.1(5) . . . . ?
C41 C28 C35 C36 52.9(5) . . . . ?
N2 C28 C35 C40 -10.4(6) . . . . ?
C29 C28 C35 C40 111.9(5) . . . . ?
C41 C28 C35 C40 -123.1(4) . . . . ?
C40 C35 C36 C37 0.0(7) . . . . ?
C28 C35 C36 C37 -176.3(4) . . . . ?
C35 C36 C37 C38 0.3(8) . . . . ?
C36 C37 C38 C39 0.1(8) . . . . ?
C37 C38 C39 C40 -0.8(8) . . . . ?
C38 C39 C40 C35 1.2(8) . . . . ?
C36 C35 C40 C39 -0.8(7) . . . . ?
C28 C35 C40 C39 175.3(4) . . . . ?
N2 C28 C41 C42 -56.0(5) . . . . ?
C35 C28 C41 C42 62.6(5) . . . . ?
C29 C28 C41 C42 -172.8(4) . . . . ?
N2 C28 C41 C46 123.6(5) . . . . ?
C35 C28 C41 C46 -117.8(5) . . . . ?
C29 C28 C41 C46 6.9(6) . . . . ?
C46 C41 C42 C43 -1.6(7) . . . . ?
C28 C41 C42 C43 178.0(4) . . . . ?
C41 C42 C43 C44 0.3(8) . . . . ?
C42 C43 C44 C45 0.9(8) . . . . ?
C43 C44 C45 C46 -0.9(8) . . . . ?
C44 C45 C46 C41 -0.3(8) . . . . ?
C42 C41 C46 C45 1.6(7) . . . . ?
C28 C41 C46 C45 -178.0(4) . . . . ?
C49 O4 C48 O3 -5.0(13) . . . . ?
C49 O4 C48 C47 174.0(8) . . . . ?
C48 O4 C49 C50 88.3(11) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653552
