#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2203205.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_2203205
loop_
_publ_author_name
'Marilyn M. Olmstead'
'Jeff T. Suri'
'Bakthan Singaram'
_publ_section_title
;
N,N'-Dibenzyl-4,7-phenanthrolinium dibromide methanol solvate
;
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            o275
_journal_page_last             o277
_journal_volume                60
_journal_year                  2004
_chemical_formula_moiety       'C26 H22 N2 2+, 2Br 1- C H4 O'
_chemical_formula_sum          'C27 H26 Br2 N2 O'
_chemical_formula_weight       554.32
_chemical_melting_point        ?
_chemical_name_common          [PV2+]2[Br-]^.^MeOH'
_chemical_name_systematic
;
N,N'-Dibenzyl-4,7-phenanthrolinium dibromide methanol solvate
;
_symmetry_cell_setting         monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 21/c'
_atom_sites_solution_hydrogens difmap
_atom_sites_solution_primary   direct
_atom_sites_solution_secondary difmap
_cell_angle_alpha              90.00
_cell_angle_beta               98.625(7)
_cell_angle_gamma              90.00
_cell_formula_units_Z          4
_cell_length_a                 21.134(4)
_cell_length_b                 7.6390(15)
_cell_length_c                 14.384(3)
_cell_measurement_reflns_used  778
_cell_measurement_temperature  90(2)
_cell_measurement_theta_max    30
_cell_measurement_theta_min    5.7
_cell_volume                   2296.0(8)
_computing_cell_refinement     SMART
_computing_data_collection     'SMART (Bruker, 2002)'
_computing_data_reduction      'SAINT (Bruker, 2002)'
_computing_molecular_graphics  'SHELXTL (Sheldrick, 1994)'
_computing_publication_material SHELXL97
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution  'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature    90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'Bruker SMART 1000'
_diffrn_measurement_method     \w
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source       'normal-focus sealed tube'
_diffrn_radiation_type         MoK\a
_diffrn_radiation_wavelength   0.71073
_diffrn_reflns_av_R_equivalents 0.0405
_diffrn_reflns_av_sigmaI/netI  0.0347
_diffrn_reflns_limit_h_max     29
_diffrn_reflns_limit_h_min     -29
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_l_max     20
_diffrn_reflns_limit_l_min     -20
_diffrn_reflns_number          29338
_diffrn_reflns_theta_full      30.03
_diffrn_reflns_theta_max       30.03
_diffrn_reflns_theta_min       1.95
_diffrn_standards_decay_%      ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_number       0
_exptl_absorpt_coefficient_mu  3.554
_exptl_absorpt_correction_T_max 0.815
_exptl_absorpt_correction_T_min 0.280
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour          yellow
_exptl_crystal_density_diffrn  1.604
_exptl_crystal_density_meas    ?
_exptl_crystal_density_method  'not measured'
_exptl_crystal_description     plate
_exptl_crystal_F_000           1120
_exptl_crystal_size_max        0.43
_exptl_crystal_size_mid        0.31
_exptl_crystal_size_min        0.06
_refine_diff_density_max       0.987
_refine_diff_density_min       -0.358
_refine_ls_extinction_coef     ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 1.053
_refine_ls_hydrogen_treatment  mixed
_refine_ls_matrix_type         full
_refine_ls_number_parameters   293
_refine_ls_number_reflns       6700
_refine_ls_number_restraints   1
_refine_ls_restrained_S_all    1.053
_refine_ls_R_factor_all        0.0334
_refine_ls_R_factor_gt         0.0272
_refine_ls_shift/su_max        0.002
_refine_ls_shift/su_mean       0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+0.9274P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.0685
_refine_ls_wR_factor_ref       0.0709
_reflns_number_gt              5903
_reflns_number_total           6700
_reflns_threshold_expression   I>2\s(I)
loop_
_symmetry_equiv_pos_as_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_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
_atom_site_type_symbol
Br1 0.053086(7) 0.18874(2) 0.090326(11) 0.01265(5) Uani d . 1 . . Br
Br2 0.318598(8) 0.98179(2) 0.128976(12) 0.01553(5) Uani d . 1 . . Br
O1 0.35044(6) 0.57958(17) 0.05525(10) 0.0199(3) Uani d D 1 . . O
H1A 0.3468(12) 0.682(2) 0.0704(17) 0.024 Uiso d D 1 . . H
N1 0.12182(7) 0.68792(16) 0.11132(9) 0.0098(2) Uani d . 1 . . N
N2 0.27335(6) 0.27579(17) 0.37566(9) 0.0108(2) Uani d . 1 . . N
C1 0.06057(8) 0.7209(2) 0.11723(12) 0.0119(3) Uani d . 1 . . C
H1 0.0360 0.7909 0.0705 0.014 Uiso calc R 1 . . H
C2 0.03214(8) 0.6540(2) 0.19116(12) 0.0131(3) Uani d . 1 . . C
H2 -0.0118 0.6757 0.1938 0.016 Uiso calc R 1 . . H
C3 0.06786(8) 0.5570(2) 0.25987(12) 0.0118(3) Uani d . 1 . . C
H3 0.0496 0.5185 0.3128 0.014 Uiso calc R 1 . . H
C4 0.13152(7) 0.51429(19) 0.25205(11) 0.0094(3) Uani d . 1 . . C
C5 0.17196(7) 0.41283(19) 0.32226(11) 0.0092(3) Uani d . 1 . . C
C6 0.15097(8) 0.3574(2) 0.40607(11) 0.0112(3) Uani d . 1 . . C
H6 0.1081 0.3789 0.4156 0.013 Uiso calc R 1 . . H
C7 0.19255(8) 0.2723(2) 0.47398(11) 0.0124(3) Uani d . 1 . . C
H7 0.1795 0.2415 0.5323 0.015 Uiso calc R 1 . . H
C8 0.25384(8) 0.2317(2) 0.45652(11) 0.0123(3) Uani d . 1 . . C
H8 0.2824 0.1714 0.5031 0.015 Uiso calc R 1 . . H
C9 0.23477(7) 0.37170(19) 0.30785(11) 0.0096(3) Uani d . 1 . . C
C10 0.25840(8) 0.4303(2) 0.22563(11) 0.0111(3) Uani d . 1 . . C
H10 0.2999 0.3959 0.2148 0.013 Uiso calc R 1 . . H
C11 0.22191(8) 0.5353(2) 0.16241(11) 0.0105(3) Uani d . 1 . . C
H11 0.2391 0.5798 0.1098 0.013 Uiso calc R 1 . . H
C12 0.15819(7) 0.57863(19) 0.17477(11) 0.0095(3) Uani d . 1 . . C
C13 0.15216(8) 0.7925(2) 0.04230(11) 0.0114(3) Uani d . 1 . . C
H13A 0.1938 0.8368 0.0743 0.014 Uiso calc R 1 . . H
H13B 0.1247 0.8953 0.0235 0.014 Uiso calc R 1 . . H
C14 0.16345(8) 0.69694(19) -0.04570(11) 0.0105(3) Uani d . 1 . . C
C15 0.22303(8) 0.7166(2) -0.07512(11) 0.0119(3) Uani d . 1 . . C
H15 0.2559 0.7797 -0.0370 0.014 Uiso calc R 1 . . H
C16 0.23480(8) 0.6444(2) -0.16015(12) 0.0133(3) Uani d . 1 . . C
H16 0.2754 0.6587 -0.1800 0.016 Uiso calc R 1 . . H
C17 0.18676(8) 0.5517(2) -0.21520(12) 0.0136(3) Uani d . 1 . . C
H17 0.1945 0.5015 -0.2729 0.016 Uiso calc R 1 . . H
C18 0.12722(8) 0.5320(2) -0.18634(12) 0.0133(3) Uani d . 1 . . C
H18 0.0945 0.4684 -0.2246 0.016 Uiso calc R 1 . . H
C19 0.11502(8) 0.6045(2) -0.10191(11) 0.0120(3) Uani d . 1 . . C
H19 0.0742 0.5912 -0.0828 0.014 Uiso calc R 1 . . H
C20 0.33660(8) 0.2078(2) 0.35787(12) 0.0133(3) Uani d . 1 . . C
H20A 0.3311 0.1546 0.2944 0.016 Uiso calc R 1 . . H
H20B 0.3503 0.1138 0.4039 0.016 Uiso calc R 1 . . H
C21 0.38919(8) 0.3428(2) 0.36402(12) 0.0138(3) Uani d . 1 . . C
C22 0.44581(9) 0.2916(2) 0.33310(13) 0.0193(3) Uani d . 1 . . C
H22 0.4492 0.1778 0.3077 0.023 Uiso calc R 1 . . H
C23 0.49714(9) 0.4057(3) 0.33929(15) 0.0244(4) Uani d . 1 . . C
H23 0.5358 0.3695 0.3190 0.029 Uiso calc R 1 . . H
C24 0.49215(10) 0.5729(3) 0.37501(15) 0.0264(4) Uani d . 1 . . C
H24 0.5274 0.6512 0.3790 0.032 Uiso calc R 1 . . H
C25 0.43579(10) 0.6258(3) 0.40490(14) 0.0246(4) Uani d . 1 . . C
H25 0.4322 0.7409 0.4286 0.029 Uiso calc R 1 . . H
C26 0.38437(9) 0.5102(2) 0.40027(13) 0.0182(3) Uani d . 1 . . C
H26 0.3460 0.5458 0.4219 0.022 Uiso calc R 1 . . H
C27 0.40382(10) 0.5052(3) 0.11371(17) 0.0279(4) Uani d . 1 . . C
H27A 0.4430 0.5317 0.0877 0.042 Uiso calc R 1 . . H
H27B 0.3983 0.3781 0.1167 0.042 Uiso calc R 1 . . H
H27C 0.4069 0.5546 0.1771 0.042 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Br1 0.01325(8) 0.01301(8) 0.01175(8) 0.00146(5) 0.00204(6) -0.00090(5)
Br2 0.01506(8) 0.01796(8) 0.01363(9) -0.00064(6) 0.00232(6) -0.00264(6)
O1 0.0177(6) 0.0159(6) 0.0242(7) 0.0023(5) -0.0035(5) -0.0028(5)
N1 0.0127(6) 0.0075(6) 0.0093(6) -0.0004(5) 0.0017(5) -0.0004(4)
N2 0.0119(6) 0.0093(5) 0.0109(6) 0.0003(5) 0.0007(5) -0.0004(5)
C1 0.0121(7) 0.0101(6) 0.0129(7) 0.0010(5) -0.0002(6) -0.0019(6)
C2 0.0104(7) 0.0123(7) 0.0168(8) -0.0005(6) 0.0027(6) -0.0011(6)
C3 0.0115(7) 0.0098(6) 0.0146(7) -0.0015(5) 0.0033(6) -0.0010(5)
C4 0.0107(7) 0.0072(6) 0.0103(7) -0.0017(5) 0.0019(5) -0.0027(5)
C5 0.0121(7) 0.0066(6) 0.0089(7) -0.0011(5) 0.0010(5) -0.0008(5)
C6 0.0135(7) 0.0083(6) 0.0123(7) -0.0020(5) 0.0037(6) -0.0015(5)
C7 0.0155(7) 0.0110(6) 0.0108(7) -0.0022(6) 0.0027(6) -0.0001(5)
C8 0.0168(8) 0.0092(6) 0.0102(7) -0.0008(6) 0.0002(6) 0.0008(5)
C9 0.0118(7) 0.0074(6) 0.0094(7) -0.0009(5) 0.0005(5) -0.0007(5)
C10 0.0114(7) 0.0117(6) 0.0105(7) -0.0003(5) 0.0022(6) -0.0009(5)
C11 0.0119(7) 0.0105(6) 0.0097(7) -0.0009(5) 0.0031(6) -0.0010(5)
C12 0.0112(7) 0.0079(6) 0.0092(7) -0.0004(5) 0.0008(5) -0.0018(5)
C13 0.0158(7) 0.0091(6) 0.0099(7) -0.0009(5) 0.0034(6) 0.0013(5)
C14 0.0137(7) 0.0086(6) 0.0090(7) 0.0023(5) 0.0014(5) 0.0019(5)
C15 0.0133(7) 0.0103(6) 0.0116(7) 0.0016(5) 0.0004(6) 0.0017(5)
C16 0.0143(7) 0.0120(7) 0.0140(7) 0.0037(6) 0.0042(6) 0.0038(6)
C17 0.0211(8) 0.0087(6) 0.0110(7) 0.0041(6) 0.0027(6) 0.0018(5)
C18 0.0179(8) 0.0101(6) 0.0112(7) -0.0006(6) -0.0005(6) 0.0005(5)
C19 0.0135(7) 0.0110(7) 0.0115(7) 0.0007(6) 0.0018(6) 0.0017(5)
C20 0.0138(7) 0.0110(7) 0.0150(7) 0.0023(6) 0.0016(6) -0.0001(6)
C21 0.0123(7) 0.0163(7) 0.0121(7) -0.0006(6) -0.0001(6) 0.0032(6)
C22 0.0152(8) 0.0204(8) 0.0227(9) 0.0037(6) 0.0037(7) 0.0030(7)
C23 0.0134(8) 0.0319(10) 0.0285(10) 0.0008(7) 0.0047(7) 0.0069(8)
C24 0.0198(9) 0.0328(10) 0.0259(10) -0.0121(8) 0.0009(8) 0.0030(8)
C25 0.0272(10) 0.0221(9) 0.0244(10) -0.0096(8) 0.0037(8) -0.0041(7)
C26 0.0175(8) 0.0198(8) 0.0177(8) -0.0030(6) 0.0042(7) -0.0031(6)
C27 0.0193(9) 0.0235(9) 0.0381(12) 0.0010(7) -0.0054(8) 0.0045(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C27 O1 H1A . . 108.8(18) ?
C1 N1 C12 . . 121.40(14) ?
C1 N1 C13 . . 117.33(13) ?
C12 N1 C13 . . 120.73(13) ?
C8 N2 C9 . . 121.45(14) ?
C8 N2 C20 . . 117.62(13) ?
C9 N2 C20 . . 120.80(13) ?
N1 C1 C2 . . 120.82(15) ?
N1 C1 H1 . . 119.6 ?
C2 C1 H1 . . 119.6 ?
C3 C2 C1 . . 119.69(15) ?
C3 C2 H2 . . 120.2 ?
C1 C2 H2 . . 120.2 ?
C2 C3 C4 . . 119.93(15) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C3 C4 C12 . . 118.93(14) ?
C3 C4 C5 . . 122.75(14) ?
C12 C4 C5 . . 118.26(14) ?
C9 C5 C6 . . 118.86(14) ?
C9 C5 C4 . . 119.19(13) ?
C6 C5 C4 . . 121.93(14) ?
C7 C6 C5 . . 119.97(14) ?
C7 C6 H6 . . 120.0 ?
C5 C6 H6 . . 120.0 ?
C6 C7 C8 . . 119.36(15) ?
C6 C7 H7 . . 120.3 ?
C8 C7 H7 . . 120.3 ?
N2 C8 C7 . . 121.26(15) ?
N2 C8 H8 . . 119.4 ?
C7 C8 H8 . . 119.4 ?
N2 C9 C5 . . 118.87(14) ?
N2 C9 C10 . . 120.60(14) ?
C5 C9 C10 . . 120.52(14) ?
C11 C10 C9 . . 120.38(14) ?
C11 C10 H10 . . 119.8 ?
C9 C10 H10 . . 119.8 ?
C10 C11 C12 . . 120.35(14) ?
C10 C11 H11 . . 119.8 ?
C12 C11 H11 . . 119.8 ?
N1 C12 C4 . . 118.90(14) ?
N1 C12 C11 . . 120.06(14) ?
C4 C12 C11 . . 121.04(14) ?
N1 C13 C14 . . 115.88(13) ?
N1 C13 H13A . . 108.3 ?
C14 C13 H13A . . 108.3 ?
N1 C13 H13B . . 108.3 ?
C14 C13 H13B . . 108.3 ?
H13A C13 H13B . . 107.4 ?
C15 C14 C19 . . 119.67(15) ?
C15 C14 C13 . . 117.72(14) ?
C19 C14 C13 . . 122.35(14) ?
C14 C15 C16 . . 120.66(15) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C17 C16 C15 . . 119.40(15) ?
C17 C16 H16 . . 120.3 ?
C15 C16 H16 . . 120.3 ?
C16 C17 C18 . . 120.20(15) ?
C16 C17 H17 . . 119.9 ?
C18 C17 H17 . . 119.9 ?
C17 C18 C19 . . 120.72(15) ?
C17 C18 H18 . . 119.6 ?
C19 C18 H18 . . 119.6 ?
C18 C19 C14 . . 119.35(15) ?
C18 C19 H19 . . 120.3 ?
C14 C19 H19 . . 120.3 ?
N2 C20 C21 . . 115.02(13) ?
N2 C20 H20A . . 108.5 ?
C21 C20 H20A . . 108.5 ?
N2 C20 H20B . . 108.5 ?
C21 C20 H20B . . 108.5 ?
H20A C20 H20B . . 107.5 ?
C26 C21 C22 . . 119.50(16) ?
C26 C21 C20 . . 123.78(15) ?
C22 C21 C20 . . 116.70(15) ?
C23 C22 C21 . . 120.31(17) ?
C23 C22 H22 . . 119.8 ?
C21 C22 H22 . . 119.8 ?
C22 C23 C24 . . 120.11(18) ?
C22 C23 H23 . . 119.9 ?
C24 C23 H23 . . 119.9 ?
C25 C24 C23 . . 120.00(18) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.06(18) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C21 C26 C25 . . 120.00(17) ?
C21 C26 H26 . . 120.0 ?
C25 C26 H26 . . 120.0 ?
O1 C27 H27A . . 109.5 ?
O1 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
O1 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 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 C27 . 1.421(2) ?
O1 H1A . 0.816(16) ?
N1 C1 . 1.334(2) ?
N1 C12 . 1.382(2) ?
N1 C13 . 1.4919(19) ?
N2 C8 . 1.334(2) ?
N2 C9 . 1.384(2) ?
N2 C20 . 1.492(2) ?
C1 C2 . 1.395(2) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.368(2) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.405(2) ?
C3 H3 . 0.9500 ?
C4 C12 . 1.408(2) ?
C4 C5 . 1.446(2) ?
C5 C9 . 1.409(2) ?
C5 C6 . 1.411(2) ?
C6 C7 . 1.376(2) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.391(2) ?
C7 H7 . 0.9500 ?
C8 H8 . 0.9500 ?
C9 C10 . 1.423(2) ?
C10 C11 . 1.362(2) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.423(2) ?
C11 H11 . 0.9500 ?
C13 C14 . 1.511(2) ?
C13 H13A . 0.9900 ?
C13 H13B . 0.9900 ?
C14 C15 . 1.395(2) ?
C14 C19 . 1.397(2) ?
C15 C16 . 1.398(2) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.385(2) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.391(2) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.394(2) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 C21 . 1.509(2) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C21 C26 . 1.390(2) ?
C21 C22 . 1.394(2) ?
C22 C23 . 1.384(3) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.386(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.386(3) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.394(3) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
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 H1A Br2 . 0.816(16) 2.544(16) 3.3514(14) 170(2)
C1 H1 Br1 3_565 0.95 2.76 3.6067(18) 149
C20 H20A Br2 1_545 0.99 2.70 3.6865(18) 175
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
C12 N1 C1 C2 . . . . 3.7(2) ?
C13 N1 C1 C2 . . . . -167.85(14) ?
N1 C1 C2 C3 . . . . 1.7(2) ?
C1 C2 C3 C4 . . . . -4.7(2) ?
C2 C3 C4 C12 . . . . 2.5(2) ?
C2 C3 C4 C5 . . . . 179.75(15) ?
C3 C4 C5 C9 . . . . 178.31(14) ?
C12 C4 C5 C9 . . . . -4.4(2) ?
C3 C4 C5 C6 . . . . -3.3(2) ?
C12 C4 C5 C6 . . . . 173.97(14) ?
C9 C5 C6 C7 . . . . 3.1(2) ?
C4 C5 C6 C7 . . . . -175.23(14) ?
C5 C6 C7 C8 . . . . -4.2(2) ?
C9 N2 C8 C7 . . . . 3.5(2) ?
C20 N2 C8 C7 . . . . -172.48(14) ?
C6 C7 C8 N2 . . . . 0.9(2) ?
C8 N2 C9 C5 . . . . -4.4(2) ?
C20 N2 C9 C5 . . . . 171.40(14) ?
C8 N2 C9 C10 . . . . 174.60(14) ?
C20 N2 C9 C10 . . . . -9.6(2) ?
C6 C5 C9 N2 . . . . 1.1(2) ?
C4 C5 C9 N2 . . . . 179.49(13) ?
C6 C5 C9 C10 . . . . -177.91(14) ?
C4 C5 C9 C10 . . . . 0.5(2) ?
N2 C9 C10 C11 . . . . -175.21(14) ?
C5 C9 C10 C11 . . . . 3.8(2) ?
C9 C10 C11 C12 . . . . -4.0(2) ?
C1 N1 C12 C4 . . . . -5.9(2) ?
C13 N1 C12 C4 . . . . 165.37(13) ?
C1 N1 C12 C11 . . . . 175.18(14) ?
C13 N1 C12 C11 . . . . -13.5(2) ?
C3 C4 C12 N1 . . . . 2.8(2) ?
C5 C4 C12 N1 . . . . -174.63(13) ?
C3 C4 C12 C11 . . . . -178.34(14) ?
C5 C4 C12 C11 . . . . 4.2(2) ?
C10 C11 C12 N1 . . . . 178.78(14) ?
C10 C11 C12 C4 . . . . -0.1(2) ?
C1 N1 C13 C14 . . . . -106.06(16) ?
C12 N1 C13 C14 . . . . 82.29(18) ?
N1 C13 C14 C15 . . . . -134.06(15) ?
N1 C13 C14 C19 . . . . 51.8(2) ?
C19 C14 C15 C16 . . . . -0.2(2) ?
C13 C14 C15 C16 . . . . -174.43(14) ?
C14 C15 C16 C17 . . . . -0.3(2) ?
C15 C16 C17 C18 . . . . 0.5(2) ?
C16 C17 C18 C19 . . . . -0.1(2) ?
C17 C18 C19 C14 . . . . -0.4(2) ?
C15 C14 C19 C18 . . . . 0.5(2) ?
C13 C14 C19 C18 . . . . 174.53(14) ?
C8 N2 C20 C21 . . . . -107.88(17) ?
C9 N2 C20 C21 . . . . 76.16(19) ?
N2 C20 C21 C26 . . . . 11.7(2) ?
N2 C20 C21 C22 . . . . -169.87(15) ?
C26 C21 C22 C23 . . . . 0.7(3) ?
C20 C21 C22 C23 . . . . -177.85(17) ?
C21 C22 C23 C24 . . . . -1.0(3) ?
C22 C23 C24 C25 . . . . 0.2(3) ?
C23 C24 C25 C26 . . . . 0.9(3) ?
C22 C21 C26 C25 . . . . 0.4(3) ?
C20 C21 C26 C25 . . . . 178.82(17) ?
C24 C25 C26 C21 . . . . -1.2(3) ?