#------------------------------------------------------------------------------
#$Date: 2019-03-05 09:52:05 +0100 (Tue 05 de Mar de 2019) $
#$Revision: 213973 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/14/7151433.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_7151433
loop_
_publ_author_name
'Levy, Amalia'
'Cohen, Shmuel'
'Agranat, Israel'
_publ_section_title
;
 Overcrowded 1,8-diazafluorenylidene-chalcoxanthenes. Introducing
 nitrogens at the fjord regions of bistricyclic aromatic enes
;
_journal_issue                   15
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              2755
_journal_paper_doi               10.1039/b303041e
_journal_volume                  1
_journal_year                    2003
_chemical_formula_moiety         'C24 H14 N2 Se'
_chemical_formula_weight         409.35
_space_group_IT_number           31
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      31
_symmetry_space_group_name_Hall  'P 2ac -2'
_symmetry_space_group_name_H-M   'P m n 21'
_audit_creation_date             'Sun Feb  9 16:19:19 2003'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.713(3)
_cell_length_b                   9.553(2)
_cell_length_c                   4.831(1)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      14.0
_cell_measurement_theta_min      12.0
_cell_volume                     863.6(3)
_computing_cell_refinement       'Philips PW1100 Diffractometer Control'
_computing_data_collection       'Philips PW1100 Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device       'Philips PW1100'
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      0.00193
_diffrn_orient_matrix_UB_12      0.07428
_diffrn_orient_matrix_UB_13      0.00275
_diffrn_orient_matrix_UB_21      -0.03778
_diffrn_orient_matrix_UB_22      0.00397
_diffrn_orient_matrix_UB_23      -0.01322
_diffrn_orient_matrix_UB_31      -0.00339
_diffrn_orient_matrix_UB_32      -0.00095
_diffrn_orient_matrix_UB_33      0.14650
_diffrn_radiation_detector       scintillation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  2.64
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2021
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 100
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    2.185
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   Walker&Stuart_DIFABS
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      0.000
_exptl_crystal_description       prism
_exptl_crystal_F_000             412.00
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.57
_refine_ls_extinction_coef       16.93120
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.400
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1004
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.0010
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.042
_reflns_number_observed          1004
_reflns_number_total             2021
_reflns_observed_criterion       2.00
_cod_data_source_file            b303041e.txt
_cod_data_source_block           '_Compound_13'
_cod_original_cell_volume        863.6(2)
_cod_original_sg_symbol_H-M      'P m n 21   '
_cod_database_code               7151433
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   +y,   +z'
'1/2-x,   -y,1/2+z'
'1/2+x,   -y,1/2+z'
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
Se(10) 0.0377(3) 0.0418(4) 0.0411(4) 0.000 0.000 0.0138(5)
N(1') 0.036(2) 0.036(2) 0.049(2) 0.005(2) -0.001(2) 0.005(2)
C(1) 0.038(2) 0.041(2) 0.025(3) 0.004(2) 0.000(2) 0.004(2)
C(2) 0.032(2) 0.061(3) 0.040(3) 0.006(2) -0.011(2) -0.008(3)
C(2') 0.041(2) 0.044(2) 0.051(3) 0.008(2) 0.011(4) 0.006(4)
C(3) 0.035(2) 0.053(2) 0.045(3) -0.009(2) -0.002(4) -0.008(4)
C(3') 0.052(3) 0.040(3) 0.052(3) 0.013(2) 0.010(3) -0.001(3)
C(4) 0.037(2) 0.038(2) 0.047(3) -0.009(2) 0.005(2) -0.004(2)
C(4') 0.055(3) 0.031(2) 0.057(4) 0.005(2) 0.006(3) -0.006(3)
C(4a) 0.032(2) 0.032(2) 0.027(2) 0.000(2) 0.004(2) 0.002(2)
C(4a') 0.044(2) 0.025(2) 0.039(3) 0.003(2) 0.004(2) 0.004(2)
C(9) 0.032(3) 0.028(3) 0.026(3) 0.000 0.000 0.002(3)
C(9') 0.035(3) 0.023(3) 0.032(4) 0.000 0.000 0.009(3)
C(9a) 0.024(2) 0.034(2) 0.030(3) 0.004(2) -0.001(2) -0.002(2)
C(9a') 0.036(2) 0.026(2) 0.034(4) 0.002(2) 0.001(2) 0.005(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_thermal_displace_type
Se(10) 1.000 0.01310(6) 0.740 0.040 Uani
N(1') 0.8683(2) 0.4843(4) 0.627(1) 0.040 Uani
C(1) 0.8833(2) 0.2651(5) 0.202(1) 0.035 Uani
C(2) 0.8252(2) 0.1824(6) 0.134(1) 0.044 Uani
C(2') 0.8217(2) 0.5661(5) 0.765(2) 0.046 Uani
C(3) 0.8165(2) 0.0539(5) 0.261(2) 0.044 Uani
C(3') 0.8401(3) 0.6690(5) 0.949(1) 0.048 Uani
C(4) 0.8663(3) 0.0054(4) 0.445(1) 0.041 Uani
C(4') 0.9118(3) 0.6961(5) 1.001(1) 0.048 Uani
C(4a) 0.9263(2) 0.0860(4) 0.508(1) 0.030 Uani
C(4a') 0.9611(2) 0.6150(4) 0.861(1) 0.036 Uani
C(9) 1.000 0.3014(6) 0.460(1) 0.029 Uani
C(9') 1.000 0.4305(6) 0.571(1) 0.030 Uani
C(9a) 0.9337(2) 0.2189(4) 0.396(1) 0.030 Uani
C(9a') 0.9373(2) 0.5090(4) 0.6802(9) 0.032 Uani
H(1) 0.889 0.354 0.117 0.042 Uiso
H(2) 0.791 0.214 0.001 0.053 Uiso
H(2') 0.772 0.551 0.732 0.055 Uiso
H(3) 0.776 -0.001 0.220 0.053 Uiso
H(3') 0.804 0.722 1.040 0.058 Uiso
H(4) 0.860 -0.083 0.530 0.049 Uiso
H(4') 0.926 0.767 1.127 0.057 Uiso
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 48 0.003 0.002 'International Tables'
H 0 28 0.000 0.000 'International Tables'
N 0 4 0.006 0.003 'International Tables'
Se 0 2 -0.093 2.226 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 5 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(4a) Se(10) C(4a) 92.5(3)
C(2') N(1') C(9a') 115.3(4)
C(2) C(1) C(9a) 120.5(4)
C(1) C(2) C(3) 119.6(5)
N(1') C(2') C(3') 125.1(5)
C(2) C(3) C(4) 120.6(4)
C(2') C(3') C(4') 119.6(5)
C(3) C(4) C(4a) 120.1(4)
C(3') C(4') C(4a') 116.8(5)
Se(10) C(4a) C(4) 120.5(3)
Se(10) C(4a) C(9a) 119.4(3)
C(4) C(4a) C(9a) 120.1(4)
C(4') C(4a') C(4a') 131.9(3)
C(4') C(4a') C(9a') 119.7(4)
C(4a') C(4a') C(9a') 108.4(3)
C(9') C(9) C(9a) 124.3(2)
C(9') C(9) C(9a) 124.3(2)
C(9a) C(9) C(9a) 111.3(5)
C(9) C(9') C(9a') 127.1(3)
C(9) C(9') C(9a') 127.1(3)
C(9a') C(9') C(9a') 104.0(5)
C(1) C(9a) C(4a) 118.8(4)
C(1) C(9a) C(9) 122.0(4)
C(4a) C(9a) C(9) 118.8(4)
N(1') C(9a') C(4a') 123.4(4)
N(1') C(9a') C(9') 127.2(4)
C(4a') C(9a') C(9') 109.4(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se(10) C(4a) 1.910(4)
Se(10) C(4a) 1.910(4)
N(1') C(2') 1.346(7)
N(1') C(9a') 1.337(6)
C(1) C(2) 1.383(6)
C(1) C(9a) 1.399(6)
C(2) C(3) 1.382(8)
C(2') C(3') 1.368(8)
C(3) C(4) 1.367(9)
C(3') C(4') 1.388(7)
C(4) C(4a) 1.395(6)
C(4') C(4a') 1.383(6)
C(4a) C(9a) 1.387(6)
C(4a') C(4a') 1.457(8)
C(4a') C(9a') 1.408(6)
C(9) C(9') 1.344(8)
C(9) C(9a) 1.503(5)
C(9) C(9a) 1.503(5)
C(9') C(9a') 1.489(6)
C(9') C(9a') 1.489(6)
