#------------------------------------------------------------------------------
#$Date: 2018-07-24 09:42:12 +0300 (Tue, 24 Jul 2018) $
#$Revision: 209231 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/82/2108270.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_2108270
loop_
_publ_author_name
'Shukla, Rahul'
'Singh, Paramveer'
'Panini, Piyush'
'Chopra, Deepak'
_publ_section_title
;
 Similarities and differences in the crystal packing of
 halogen-substituted indole derivatives
;
_journal_coeditor_code           AW5010SUP1
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520618008090
_journal_volume                  74
_journal_year                    2018
_chemical_formula_moiety         'C12 H12 Br N'
_chemical_formula_sum            'C12 H12 Br N'
_chemical_formula_weight         250.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.1791(18)
_cell_length_b                   8.7625(15)
_cell_length_c                   22.946(4)
_cell_measurement_reflns_used    5845
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.68
_cell_measurement_theta_min      2.67
_cell_volume                     2046.7(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.1111
_diffrn_reflns_av_sigmaI/netI    0.0756
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            22551
_diffrn_reflns_theta_full        30.77
_diffrn_reflns_theta_max         30.77
_diffrn_reflns_theta_min         2.68
_exptl_absorpt_coefficient_mu    3.973
_exptl_absorpt_correction_T_max  0.5871
_exptl_absorpt_correction_T_min  0.2799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.757
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         3171
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0682P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1335
_reflns_number_gt                1976
_reflns_number_total             3171
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            aw5010sup1.cif
_cod_data_source_block           HxBR3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to 'constr'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               2108270
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.40172(4) 0.07303(4) 0.434652(14) 0.02765(14) Uani 1 1 d .
N1 N 0.5028(3) -0.0033(3) 0.20763(11) 0.0194(5) Uani 1 1 d .
H1 H 0.5676 -0.0697 0.2084 0.023 Uiso 1 1 calc R
C1 C 0.4409(3) 0.0575(3) 0.25565(14) 0.0176(6) Uani 1 1 d .
C2 C 0.4613(3) 0.0318(3) 0.31469(14) 0.0200(6) Uani 1 1 d .
H2 H 0.5285 -0.0351 0.3279 0.024 Uiso 1 1 calc R
C3 C 0.3805(3) 0.1071(3) 0.35342(14) 0.0192(6) Uani 1 1 d .
C4 C 0.2802(3) 0.2068(3) 0.33488(14) 0.0201(6) Uani 1 1 d .
H4 H 0.2269 0.2578 0.3627 0.024 Uiso 1 1 calc R
C5 C 0.2597(3) 0.2301(4) 0.27601(13) 0.0194(6) Uani 1 1 d .
H5 H 0.1912 0.2957 0.2633 0.023 Uiso 1 1 calc R
C6 C 0.3405(3) 0.1564(3) 0.23509(13) 0.0163(6) Uani 1 1 d .
C7 C 0.3462(3) 0.1542(3) 0.17284(13) 0.0184(6) Uani 1 1 d .
C8 C 0.4462(3) 0.0576(3) 0.15769(14) 0.0196(7) Uani 1 1 d .
C9 C 0.4895(4) 0.0220(4) 0.09732(14) 0.0246(7) Uani 1 1 d .
H9A H 0.4590 -0.0812 0.0861 0.030 Uiso 1 1 calc R
H9B H 0.5866 0.0239 0.0951 0.030 Uiso 1 1 calc R
C10 C 0.4312(4) 0.1419(4) 0.05575(15) 0.0339(9) Uani 1 1 d .
H10A H 0.4797 0.2391 0.0603 0.041 Uiso 1 1 calc R
H10B H 0.4425 0.1070 0.0150 0.041 Uiso 1 1 calc R
C11 C 0.2859(4) 0.1691(4) 0.06765(14) 0.0316(8) Uani 1 1 d .
H11A H 0.2377 0.0715 0.0637 0.038 Uiso 1 1 calc R
H11B H 0.2506 0.2409 0.0382 0.038 Uiso 1 1 calc R
C12 C 0.2624(3) 0.2348(4) 0.12895(14) 0.0232(7) Uani 1 1 d .
H12A H 0.2834 0.3451 0.1291 0.028 Uiso 1 1 calc R
H12B H 0.1686 0.2229 0.1395 0.028 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'
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
C1 N1 C8 108.8(3)
C1 N1 H1 125.6
C8 N1 H1 125.6
N1 C1 C2 130.5(3)
N1 C1 C6 107.4(3)
C2 C1 C6 122.0(3)
C3 C2 C1 117.5(3)
C3 C2 H2 121.2
C1 C2 H2 121.2
C2 C3 C4 122.3(3)
C2 C3 Br1 119.3(2)
C4 C3 Br1 118.4(2)
C5 C4 C3 119.7(3)
C5 C4 H4 120.1
C3 C4 H4 120.1
C4 C5 C6 119.8(3)
C4 C5 H5 120.1
C6 C5 H5 120.1
C5 C6 C1 118.6(3)
C5 C6 C7 134.2(3)
C1 C6 C7 107.1(3)
C8 C7 C6 107.0(3)
C8 C7 C12 123.0(3)
C6 C7 C12 130.0(3)
C7 C8 N1 109.7(3)
C7 C8 C9 125.9(3)
N1 C8 C9 124.4(3)
C8 C9 C10 108.7(3)
C8 C9 H9A 109.9
C10 C9 H9A 109.9
C8 C9 H9B 109.9
C10 C9 H9B 109.9
H9A C9 H9B 108.3
C11 C10 C9 111.7(3)
C11 C10 H10A 109.3
C9 C10 H10A 109.3
C11 C10 H10B 109.3
C9 C10 H10B 109.3
H10A C10 H10B 107.9
C10 C11 C12 112.0(3)
C10 C11 H11A 109.2
C12 C11 H11A 109.2
C10 C11 H11B 109.2
C12 C11 H11B 109.2
H11A C11 H11B 107.9
C7 C12 C11 110.5(3)
C7 C12 H12A 109.6
C11 C12 H12A 109.6
C7 C12 H12B 109.6
C11 C12 H12B 109.6
H12A C12 H12B 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C3 1.900(3)
N1 C1 1.376(4)
N1 C8 1.389(4)
N1 H1 0.8800
C1 C2 1.389(4)
C1 C6 1.421(4)
C2 C3 1.379(4)
C2 H2 0.9500
C3 C4 1.409(4)
C4 C5 1.382(4)
C4 H4 0.9500
C5 C6 1.405(4)
C5 H5 0.9500
C6 C7 1.430(4)
C7 C8 1.369(4)
C7 C12 1.497(4)
C8 C9 1.487(4)
C9 C10 1.538(5)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.523(5)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.539(5)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9900
C12 H12B 0.9900
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
C8 N1 C1 C2 179.5(3)
C8 N1 C1 C6 1.4(3)
N1 C1 C2 C3 -178.2(3)
C6 C1 C2 C3 -0.4(4)
C1 C2 C3 C4 0.0(4)
C1 C2 C3 Br1 178.8(2)
C2 C3 C4 C5 0.8(5)
Br1 C3 C4 C5 -178.0(2)
C3 C4 C5 C6 -1.2(4)
C4 C5 C6 C1 0.8(4)
C4 C5 C6 C7 179.6(3)
N1 C1 C6 C5 178.2(3)
C2 C1 C6 C5 0.0(4)
N1 C1 C6 C7 -0.9(3)
C2 C1 C6 C7 -179.1(3)
C5 C6 C7 C8 -178.9(3)
C1 C6 C7 C8 0.0(3)
C5 C6 C7 C12 -0.1(6)
C1 C6 C7 C12 178.9(3)
C6 C7 C8 N1 0.9(3)
C12 C7 C8 N1 -178.1(3)
C6 C7 C8 C9 -178.9(3)
C12 C7 C8 C9 2.1(5)
C1 N1 C8 C7 -1.5(3)
C1 N1 C8 C9 178.3(3)
C7 C8 C9 C10 15.3(5)
N1 C8 C9 C10 -164.4(3)
C8 C9 C10 C11 -46.4(4)
C9 C10 C11 C12 63.1(4)
C8 C7 C12 C11 11.5(4)
C6 C7 C12 C11 -167.2(3)
C10 C11 C12 C7 -42.8(4)

_cod_database_fobs_code 2108270
