#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/97/1519781.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_1519781
loop_
_publ_author_name
'Devillanova, Francesco'
'Aragoni, Carla'
'Arca, Massimiliano'
'Hursthouse, Michael B.'
'Huth, Susanne L.'
_publ_section_title
;
 C20H13Br7N2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              234
_journal_year                    2006
_chemical_formula_sum            'C20 H13 Br7 N2'
_chemical_formula_weight         840.69
_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
_cell_angle_alpha                106.205(2)
_cell_angle_beta                 95.292(2)
_cell_angle_gamma                104.352(2)
_cell_formula_units_Z            2
_cell_length_a                   7.0558(3)
_cell_length_b                   13.6319(3)
_cell_length_c                   14.1191(5)
_cell_measurement_reflns_used    5401
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1244.22(8)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22322
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    11.297
_exptl_absorpt_correction_T_max  0.2651
_exptl_absorpt_correction_T_min  0.1139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.353
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       0.0019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         5676
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0402
_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)+(0.0313P)²+3.8854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0895
_reflns_number_gt                4147
_reflns_number_total             5676
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-234.cif
_cod_data_source_block           2006cgl0741
_cod_depositor_comments
;
Citation :
Devillanova, Francesco and Aragoni, Carla and Arca, Massimiliano and 
Hursthouse, Michael B. and Huth, Susanne L. (2006) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/234)

More at:
http://ecrystals.chem.soton.ac.uk/234/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_cell_volume        1244.22(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519781
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
C1 C 0.5477(7) 0.0607(4) -0.2365(4) 0.0244(11) Uani 1 1 d . . .
C2 C 0.5113(7) -0.0452(4) -0.2419(4) 0.0238(11) Uani 1 1 d . . .
H2 H 0.4621 -0.0679 -0.1888 0.029 Uiso 1 1 calc R . .
C3 C 0.6183(7) -0.0883(4) -0.3952(4) 0.0266(12) Uani 1 1 d . . .
H3 H 0.6382 -0.1414 -0.4502 0.032 Uiso 1 1 calc R . .
C4 C 0.6666(8) 0.0163(4) -0.3939(4) 0.0290(12) Uani 1 1 d . . .
H4 H 0.7233 0.0369 -0.4464 0.035 Uiso 1 1 calc R . .
C5 C 0.6298(8) 0.0912(4) -0.3132(4) 0.0299(12) Uani 1 1 d . . .
H5 H 0.6613 0.1639 -0.3107 0.036 Uiso 1 1 calc R . .
C6 C 0.5085(8) 0.1364(4) -0.1470(4) 0.0298(12) Uani 1 1 d . . .
C7 C 0.3935(8) 0.1986(4) -0.1468(4) 0.0294(12) Uani 1 1 d . . .
C8 C 0.3595(8) 0.2769(4) -0.0580(4) 0.0273(12) Uani 1 1 d . . .
C9 C 0.1676(8) 0.2681(4) -0.0378(4) 0.0329(13) Uani 1 1 d . . .
H9 H 0.0597 0.2109 -0.0796 0.039 Uiso 1 1 calc R . .
C10 C 0.1337(8) 0.3422(4) 0.0428(4) 0.0273(12) Uani 1 1 d . . .
H10 H 0.0025 0.3357 0.0563 0.033 Uiso 1 1 calc R . .
C11 C 0.2908(7) 0.4268(4) 0.1046(4) 0.0220(10) Uani 1 1 d . . .
C12 C 0.4833(8) 0.4352(4) 0.0857(4) 0.0250(11) Uani 1 1 d . . .
H12 H 0.5913 0.4921 0.1280 0.030 Uiso 1 1 calc R . .
C13 C 0.5169(8) 0.3601(4) 0.0046(4) 0.0278(12) Uani 1 1 d . . .
H13 H 0.6484 0.3656 -0.0082 0.033 Uiso 1 1 calc R . .
C14 C 0.2560(7) 0.5083(4) 0.1906(4) 0.0231(11) Uani 1 1 d . . .
C15 C 0.3531(8) 0.5374(4) 0.2839(4) 0.0242(11) Uani 1 1 d . . .
C16 C 0.4934(8) 0.4834(4) 0.3167(4) 0.0248(11) Uani 1 1 d . . .
C17 C 0.4316(8) 0.3739(4) 0.3012(4) 0.0256(11) Uani 1 1 d . . .
H17 H 0.2979 0.3352 0.2712 0.031 Uiso 1 1 calc R . .
C18 C 0.7428(8) 0.3755(4) 0.3685(4) 0.0332(13) Uani 1 1 d . . .
H18 H 0.8308 0.3378 0.3851 0.040 Uiso 1 1 calc R . .
C19 C 0.8137(9) 0.4838(5) 0.3880(5) 0.0437(16) Uani 1 1 d . . .
H19 H 0.9479 0.5207 0.4185 0.052 Uiso 1 1 calc R . .
C20 C 0.6865(8) 0.5380(4) 0.3625(4) 0.0349(13) Uani 1 1 d . . .
H20 H 0.7321 0.6131 0.3765 0.042 Uiso 1 1 calc R . .
N1 N 0.5440(6) -0.1155(3) -0.3200(3) 0.0224(9) Uani 1 1 d . . .
H1N H 0.5154 -0.1828 -0.3223 0.027 Uiso 1 1 d R . .
N2 N 0.5542(7) 0.3212(3) 0.3271(3) 0.0293(10) Uani 1 1 d . . .
Br1 Br 0.64093(8) 0.13354(4) -0.02404(4) 0.02627(13) Uani 1 1 d . . .
Br2 Br 0.24664(8) 0.19033(4) -0.27146(4) 0.03023(14) Uani 1 1 d . . .
Br3 Br 0.06715(8) 0.57628(4) 0.15611(4) 0.03326(15) Uani 1 1 d . . .
Br4 Br 0.31805(9) 0.65055(4) 0.38752(4) 0.03555(16) Uani 1 1 d . . .
Br5 Br 0.96615(8) 0.19698(4) 0.49223(4) 0.03206(15) Uani 1 1 d . . .
Br6 Br 0.98281(7) 0.13631(4) 0.29953(4) 0.02819(14) Uani 1 1 d . . .
Br7 Br 1.00466(11) 0.07392(6) 0.12145(5) 0.0558(2) Uani 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'
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
C2 C1 C5 117.4(5) . .
C2 C1 C6 118.7(5) . .
C5 C1 C6 123.8(5) . .
N1 C2 C1 120.9(5) . .
N1 C2 H2 119.6 . .
C1 C2 H2 119.6 . .
N1 C3 C4 120.3(5) . .
N1 C3 H3 119.8 . .
C4 C3 H3 119.8 . .
C3 C4 C5 118.0(5) . .
C3 C4 H4 121.0 . .
C5 C4 H4 121.0 . .
C1 C5 C4 120.8(5) . .
C1 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C7 C6 C1 126.6(5) . .
C7 C6 Br1 120.6(5) . .
C1 C6 Br1 112.8(4) . .
C6 C7 C8 126.8(5) . .
C6 C7 Br2 119.1(4) . .
C8 C7 Br2 114.2(4) . .
C13 C8 C9 119.4(5) . .
C13 C8 C7 120.8(5) . .
C9 C8 C7 119.8(5) . .
C10 C9 C8 120.2(5) . .
C10 C9 H9 119.9 . .
C8 C9 H9 119.9 . .
C9 C10 C11 120.4(5) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C12 C11 C10 119.7(5) . .
C12 C11 C14 119.3(4) . .
C10 C11 C14 121.0(4) . .
C13 C12 C11 119.7(5) . .
C13 C12 H12 120.2 . .
C11 C12 H12 120.2 . .
C12 C13 C8 120.5(5) . .
C12 C13 H13 119.7 . .
C8 C13 H13 119.7 . .
C15 C14 C11 124.5(4) . .
C15 C14 Br3 121.1(4) . .
C11 C14 Br3 114.4(4) . .
C14 C15 C16 123.6(4) . .
C14 C15 Br4 122.2(4) . .
C16 C15 Br4 114.2(4) . .
C20 C16 C17 117.7(5) . .
C20 C16 C15 122.1(4) . .
C17 C16 C15 120.1(5) . .
N2 C17 C16 122.3(5) . .
N2 C17 H17 118.9 . .
C16 C17 H17 118.9 . .
N2 C18 C19 122.3(5) . .
N2 C18 H18 118.9 . .
C19 C18 H18 118.9 . .
C18 C19 C20 118.8(5) . .
C18 C19 H19 120.6 . .
C20 C19 H19 120.6 . .
C16 C20 C19 120.1(5) . .
C16 C20 H20 120.0 . .
C19 C20 H20 120.0 . .
C2 N1 C3 122.6(4) . .
C2 N1 H1N 118.7 . .
C3 N1 H1N 118.7 . .
C18 N2 C17 118.8(4) . .
Br7 Br6 Br5 177.52(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.380(7) .
C1 C5 1.389(7) .
C1 C6 1.489(7) .
C2 N1 1.325(6) .
C2 H2 0.9500 .
C3 N1 1.328(7) .
C3 C4 1.376(7) .
C3 H3 0.9500 .
C4 C5 1.394(7) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C6 C7 1.311(7) .
C6 Br1 1.909(6) .
C7 C8 1.485(7) .
C7 Br2 1.918(5) .
C8 C13 1.392(7) .
C8 C9 1.393(7) .
C9 C10 1.378(7) .
C9 H9 0.9500 .
C10 C11 1.395(7) .
C10 H10 0.9500 .
C11 C12 1.391(7) .
C11 C14 1.485(7) .
C12 C13 1.390(7) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C15 1.331(7) .
C14 Br3 1.902(5) .
C15 C16 1.484(7) .
C15 Br4 1.891(5) .
C16 C20 1.376(7) .
C16 C17 1.395(7) .
C17 N2 1.339(6) .
C17 H17 0.9500 .
C18 N2 1.337(7) .
C18 C19 1.375(8) .
C18 H18 0.9500 .
C19 C20 1.378(8) .
C19 H19 0.9500 .
C20 H20 0.9500 .
N1 H1N 0.8800 .
Br5 Br6 2.6367(8) .
Br6 Br7 2.4518(9) .
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 H1N N2 0.88 1.81 2.689(6) 177.6 2_655
