#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:31:37 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179583 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/48/4504866.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_4504866
loop_
_publ_author_name
'Belloni, Maura'
'Kariuki, Benson M.'
'Manickam, M.'
'Wilkie, John'
'Preece, Jon A.'
_publ_section_title
;
 Design of Potentially Photorefractive Liquid Crystalline
 Materials:  Derivatives of 3,6-Disubstituted Carbazole
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1443
_journal_paper_doi               10.1021/cg049580s
_journal_volume                  5
_journal_year                    2005
_chemical_formula_moiety         'C12 H7 Br2 N'
_chemical_formula_sum            'C12 H7 Br2 N'
_chemical_formula_weight         325.01
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 90.849(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.902(4)
_cell_length_b                   11.061(3)
_cell_length_c                   3.9951(13)
_cell_measurement_reflns_used    1202
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.74
_cell_measurement_theta_min      2.51
_cell_volume                     525.9(3)
_computing_cell_refinement       'MSC Software'
_computing_data_collection       'MSC Software'
_computing_data_reduction        'MSC Software'
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.918
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Rigaku R-axis IIc Image plate'
_diffrn_measurement_method       'Image plate slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_sigmaI/netI    0.1170
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            2403
_diffrn_reflns_theta_full        25.74
_diffrn_reflns_theta_max         25.74
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    7.668
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    2.052
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.209
_refine_diff_density_min         -0.908
_refine_diff_density_rms         0.210
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.11(5)
_refine_ls_extinction_coef       0.14(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1457
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0705
_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)+(0.1043P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1759
_refine_ls_wR_factor_ref         0.1812
_reflns_number_gt                1202
_reflns_number_total             1457
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg049580ssi20050324_100746.cif
_cod_data_source_block           mab052_3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               4504866
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
Br1 Br -0.05767(12) 0.50921(15) 0.5007(4) 0.0505(6) Uani 1 1 d .
Br2 Br -0.77748(12) 0.36756(12) 0.4657(4) 0.0443(6) Uani 1 1 d .
N1 N -0.3579(11) 0.1098(10) 0.027(3) 0.041(3) Uani 1 1 d .
H1 H -0.3472 0.0418 -0.0718 0.049 Uiso 1 1 calc R
C1 C -0.1471(10) 0.3786(14) 0.348(3) 0.034(3) Uani 1 1 d .
C2 C -0.2644(11) 0.3854(13) 0.399(3) 0.037(3) Uani 1 1 d .
H2 H -0.2966 0.4518 0.5031 0.044 Uiso 1 1 calc R
C3 C -0.3282(11) 0.2911(12) 0.289(3) 0.031(3) Uani 1 1 d .
C4 C -0.2732(11) 0.1915(12) 0.129(4) 0.033(3) Uani 1 1 d .
C5 C -0.1582(13) 0.1857(14) 0.084(4) 0.042(3) Uani 1 1 d .
H5 H -0.1256 0.1197 -0.0209 0.050 Uiso 1 1 calc R
C6 C -0.0931(12) 0.2814(15) 0.200(4) 0.042(3) Uani 1 1 d .
H6 H -0.0154 0.2805 0.1793 0.050 Uiso 1 1 calc R
C7 C -0.4467(12) 0.2674(11) 0.277(3) 0.031(3) Uani 1 1 d .
C8 C -0.5406(10) 0.3304(12) 0.389(3) 0.032(3) Uani 1 1 d .
H8 H -0.5322 0.4030 0.5039 0.038 Uiso 1 1 calc R
C9 C -0.6469(13) 0.2825(13) 0.325(4) 0.039(3) Uani 1 1 d .
C10 C -0.6576(11) 0.1695(14) 0.160(4) 0.035(3) Uani 1 1 d .
H10 H -0.7289 0.1369 0.1261 0.042 Uiso 1 1 calc R
C11 C -0.5696(12) 0.1093(13) 0.053(3) 0.040(3) Uani 1 1 d .
H11 H -0.5797 0.0364 -0.0599 0.049 Uiso 1 1 calc R
C12 C -0.4581(11) 0.1558(13) 0.109(3) 0.032(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0534(10) 0.0469(10) 0.0512(10) -0.0092(8) 0.0021(7) -0.0110(7)
Br2 0.0462(9) 0.0405(8) 0.0462(9) 0.0000(7) 0.0037(6) 0.0024(6)
N1 0.070(8) 0.019(5) 0.034(6) -0.005(5) -0.012(5) -0.009(5)
C1 0.036(6) 0.037(7) 0.030(6) -0.001(7) 0.006(5) 0.007(6)
C2 0.057(8) 0.027(8) 0.026(6) 0.009(6) 0.006(5) 0.000(6)
C3 0.042(7) 0.024(6) 0.025(6) -0.003(6) -0.002(5) 0.006(5)
C4 0.043(7) 0.025(6) 0.031(7) 0.011(6) -0.001(5) 0.008(5)
C5 0.063(9) 0.031(7) 0.031(8) -0.003(6) 0.013(6) 0.005(6)
C6 0.040(7) 0.042(8) 0.043(8) -0.002(7) 0.000(6) 0.007(6)
C7 0.053(8) 0.017(5) 0.024(6) 0.007(5) -0.001(5) 0.002(5)
C8 0.039(7) 0.022(6) 0.033(7) -0.001(5) 0.002(5) 0.009(5)
C9 0.061(9) 0.021(6) 0.033(7) -0.006(6) -0.006(6) -0.003(6)
C10 0.034(6) 0.036(7) 0.037(7) 0.012(6) -0.006(5) -0.010(6)
C11 0.066(9) 0.025(7) 0.030(7) -0.005(6) -0.004(6) -0.006(7)
C12 0.047(7) 0.022(6) 0.026(7) -0.005(6) -0.005(5) -0.004(6)
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
C12 N1 C4 108.7(11)
C6 C1 C2 124.4(14)
C6 C1 Br1 117.9(10)
C2 C1 Br1 117.7(11)
C3 C2 C1 117.4(14)
C2 C3 C7 134.0(13)
C2 C3 C4 118.5(13)
C7 C3 C4 107.4(11)
C5 C4 N1 129.6(13)
C5 C4 C3 123.4(13)
N1 C4 C3 106.9(11)
C4 C5 C6 118.0(13)
C5 C6 C1 118.2(13)
C8 C7 C12 121.2(12)
C8 C7 C3 133.6(12)
C12 C7 C3 105.2(12)
C9 C8 C7 118.8(13)
C8 C9 C10 119.7(14)
C8 C9 Br2 120.0(10)
C10 C9 Br2 120.3(11)
C11 C10 C9 122.0(13)
C10 C11 C12 120.3(13)
N1 C12 C7 111.7(11)
N1 C12 C11 130.3(13)
C7 C12 C11 118.0(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.890(15)
Br2 C9 1.908(16)
N1 C12 1.342(19)
N1 C4 1.409(17)
C1 C6 1.39(2)
C1 C2 1.416(18)
C2 C3 1.36(2)
C3 C7 1.435(19)
C3 C4 1.435(19)
C4 C5 1.38(2)
C5 C6 1.39(2)
C7 C8 1.396(18)
C7 C12 1.409(18)
C8 C9 1.392(19)
C9 C10 1.42(2)
C10 C11 1.317(19)
C11 C12 1.439(18)
