#------------------------------------------------------------------------------
#$Date: 2008-03-08 15:25:38 +0200 (Sat, 08 Mar 2008) $
#$Revision: 249 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2003030.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_2003030
_journal_name_full     'Acta Crystallographica, Section B'
_journal_year     1999
_journal_volume     B55
_journal_page_first     55
_journal_page_last     69
_publ_section_title
;
Crystal and Molecular Structures of Diazapyrenes and a Study of pi...pi
Interactions
;
loop_
    _publ_author_name
    'Koji\'c-Prodi\'c, Biserka'
    'Kiralj, Rudolf'
    '\<Zini\'c, Mladen'
    'Piantanida, Ivo'
_chemical_name_systematic
;
5,10-dimethyl-4,9-diazapyrene
;
_chemical_formula_sum     'C16 H12 N2'
_chemical_formula_weight     232.286
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 1 21/c 1'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'X,Y,Z'
    'X,1/2-Y,1/2+Z'
    '-X,-Y,-Z'
    '-X,1/2+Y,1/2-Z'
_cell_length_a     4.0246(5)
_cell_length_b     15.5147(5)
_cell_length_c     9.1453(9)
_cell_angle_alpha     90
_cell_angle_beta     101.230(10)
_cell_angle_gamma     90
_cell_volume     560.10(10)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     18
_cell_measurement_theta_min     11
_cell_measurement_theta_max     42
_cell_measurement_temperature     295(3)
_exptl_crystal_description     'needle'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.3
_exptl_crystal_size_mid     0.04
_exptl_crystal_size_min     0.04
_exptl_crystal_density_diffrn     1.377
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     244
_exptl_absorpt_coefficient_mu     0.60
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_diffrn_ambient_temperature     295(3)
_diffrn_radiation_type     'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_source     'fine-focused sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device     'Enraf-Nonius CAD4 diffractometer'
_diffrn_measurement_method     '\w/2\q'
_diffrn_reflns_number     1297
_diffrn_reflns_av_R_equivalents     0.0360
_diffrn_reflns_av_sigmaI/netI     0.0946
_diffrn_reflns_theta_min     5.70
_diffrn_reflns_theta_max     74.19
_diffrn_reflns_limit_h_min     -5
_diffrn_reflns_limit_h_max     0
_diffrn_reflns_limit_k_min     -19
_diffrn_reflns_limit_k_max     0
_diffrn_reflns_limit_l_min     -11
_diffrn_reflns_limit_l_max     11
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_standards_number     3
_diffrn_standards_interval_count     41
_diffrn_standards_interval_time     120
_diffrn_standards_decay_%     ?
loop_
    _diffrn_standard_refln_index_h
    _diffrn_standard_refln_index_k
    _diffrn_standard_refln_index_l
    -1 2 2
    0 2 -2
    1 7 0
_reflns_number_total     1135
_reflns_number_observed     425
_reflns_observed_criterion     '>2sigma(I)'
_refine_ls_structure_factor_coef     'Fsqd'
_refine_ls_matrix_type     'full'
_refine_ls_R_factor_all     0.2272
_refine_ls_R_factor_obs     0.0425
_refine_ls_wR_factor_all     0.4272
_refine_ls_wR_factor_obs     0.1281
_refine_ls_goodness_of_fit_all     0.629
_refine_ls_goodness_of_fit_obs     0.660
_refine_ls_restrained_S_all     1.238
_refine_ls_restrained_S_obs     0.660
_refine_ls_number_reflns     660
_refine_ls_number_parameters     106
_refine_ls_number_restraints     0
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     'refall'
_refine_ls_weighting_scheme
         'calc w=1/[\s^2^(Fo^2^)+(0.1673P)^2^+0.5865P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/esd_max     -0.031
_refine_ls_shift/esd_mean     0.006
_refine_diff_density_max     0.138
_refine_diff_density_min     -0.147
_refine_ls_extinction_method     'none'
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
;
 ?
;
_refine_ls_abs_structure_Flack     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0181 0.0091
                         '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' 0.0311 0.0180
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
##'CAD4 (Enraf Nonius 1988) software <CELDIM> routine'
##;
##PLATON93 (Spek, 1982, 1990) & ORTEP (Johnson, 1965), PLUTON93 (Spek 1991)
##;
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
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_group
    N4 0.1676(8) 0.35583(19) 0.1291(3) 0.0470(11) Uani d . 1 .
    C1 0.4509(10) 0.6138(3) 0.2271(4) 0.0500(17) Uani d . 1 .
    C2 0.5860(11) 0.5469(3) 0.3198(4) 0.0536(16) Uani d . 1 .
    C3 0.4908(11) 0.4623(3) 0.2872(4) 0.0530(17) Uani d . 1 .
    C5 -0.0548(10) 0.3387(2) 0.0075(4) 0.0454(14) Uani d . 1 .
    C11 0.1207(9) 0.5102(3) 0.0649(3) 0.0395(12) Uani d . 1 .
    C31 0.2587(10) 0.4415(3) 0.1597(4) 0.0444(12) Uani d . 1 .
    C51 -0.2135(10) 0.4036(2) -0.0975(4) 0.0435(12) Uani d . 1 .
    C53 -0.1415(15) 0.2452(3) -0.0233(6) 0.062(2) Uani d . 1 .
    H1 0.511(11) 0.675(3) 0.248(5) 0.067(13) Uiso d . 1 .
    H2 0.756(11) 0.559(3) 0.412(5) 0.069(13) Uiso d . 1 .
    H3 0.613(10) 0.421(3) 0.352(4) 0.057(13) Uiso d . 1 .
    H531 -0.055(11) 0.226(3) -0.116(5) 0.073(15) Uiso d . 1 .
    H532 -0.394(14) 0.237(3) -0.039(6) 0.103(19) Uiso d . 1 .
    H533 -0.024(13) 0.214(3) 0.062(5) 0.089(17) Uiso d . 1 .
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
    N4 0.050(2) 0.0373(18) 0.055(2) 0.0011(17) 0.0137(17) 0.0012(17)
    C1 0.050(3) 0.045(3) 0.056(3) -0.002(2) 0.013(2) 0.000(2)
    C2 0.058(3) 0.056(3) 0.046(2) 0.001(2) 0.008(2) 0.003(2)
    C3 0.060(3) 0.048(3) 0.051(3) 0.009(2) 0.011(2) 0.010(2)
    C5 0.051(2) 0.033(2) 0.055(3) 0.0051(18) 0.017(2) 0.0039(19)
    C11 0.044(2) 0.035(2) 0.043(2) 0.0039(17) 0.0174(18) 0.0000(17)
    C31 0.046(2) 0.042(2) 0.048(2) 0.001(2) 0.0163(18) 0.002(2)
    C51 0.048(2) 0.037(2) 0.049(2) 0.0013(18) 0.0178(19) 0.0022(18)
    C53 0.070(4) 0.038(3) 0.080(4) 0.002(2) 0.016(3) 0.007(3)