#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003676.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_2003676
loop_
_publ_author_name
'Krieger, C.'
'Peraus, G.'
'Neugebauer, F. A.'
_publ_section_title
;
 Pair Stacking of 10-(4-Nitrophenyl)-5(10<i>H</i>)-phenazinyl Radicals
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1420
_journal_page_last               1423
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C18 H12 N3 O2,0.5C6 H6'
_chemical_formula_sum            'C21 H15 N3 O2'
_chemical_formula_weight         341.37
_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_type_scat_source           IntTabIV
_cell_angle_alpha                103.94(2)
_cell_angle_beta                 98.20(2)
_cell_angle_gamma                107.83(2)
_cell_formula_units_Z            2
_cell_length_a                   7.735(1)
_cell_length_b                   8.066(1)
_cell_length_c                   14.319(2)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    300
_cell_measurement_theta_max      16
_cell_measurement_theta_min      12
_cell_volume                     802.5(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4 four circle'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3280
_diffrn_reflns_theta_max         26
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.0871
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    none
_exptl_crystal_description       'isometric prisms'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.09
_refine_diff_density_min         -0.12
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.14
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     295
_refine_ls_number_reflns         1516
_refine_ls_R_factor_obs          0.033
_refine_ls_shift/esd_max         <0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;                    sigma
w = 1/\s^2^(F)
;
_refine_ls_wR_factor_obs         0.035
_reflns_number_observed          1561
_reflns_number_total             3145
_reflns_observed_criterion       I>3\s(I)
_[local]_cod_data_source_file    jz1027.cif
_[local]_cod_data_source_block   jz1027a
_cod_original_cell_volume        802.4(6)
_cod_database_code               2003676
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) 0.4316(3) 0.7431(3) 0.5238(2) 0.0444(6)
C(2) 0.4526(3) 0.7158(3) 0.4284(2) 0.0526(6)
C(3) 0.3508(3) 0.5511(3) 0.3563(2) 0.0535(6)
C(4) 0.2318(3) 0.4142(3) 0.3800(2) 0.0489(6)
C(4a) 0.2056(2) 0.4337(2) 0.4771(1) 0.0396(6)
N(5) 0.0888(2) 0.2897(2) 0.4971(1) 0.0436(5)
C(5a) 0.0718(3) 0.3142(2) 0.5924(1) 0.0376(5)
C(6) -0.0447(3) 0.1668(3) 0.6165(2) 0.0474(6)
C(7) -0.0733(3) 0.1838(3) 0.7098(2) 0.0514(7)
C(8) 0.0151(3) 0.3493(3) 0.7830(2) 0.0487(6)
C(9) 0.1316(3) 0.4963(3) 0.7635(1) 0.0420(6)
C(9a) 0.1627(2) 0.4816(2) 0.6690(1) 0.0349(5)
N(10) 0.2787(2) 0.6277(2) 0.6450(1) 0.0377(4)
C(10a) 0.3068(2) 0.6054(2) 0.5490(1) 0.0370(5)
C(1') 0.3591(3) 0.8067(2) 0.7157(1) 0.0352(5)
C(2') 0.5016(3) 0.8440(3) 0.7966(2) 0.0542(6)
C(3') 0.5796(3) 1.0171(3) 0.8622(2) 0.0466(6)
C(4') 0.5145(3) 1.1496(3) 0.8452(1) 0.0383(5)
C(5') 0.3712(3) 1.1146(2) 0.7658(1) 0.0365(5)
C(6') 0.2929(3) 0.9413(3) 0.7007(1) 0.0365(5)
N(4') 0.6009(2) 1.3363(2) 0.9134(1) 0.0511(5)
O(4"A) 0.7214(2) 1.3648(2) 0.9856(1) 0.0886(6)
O(4"B) 0.5499(2) 1.4552(2) 0.8935(1) 0.0717(5)
C(1B) 0.0553(3) -0.0451(3) -0.0861(2) 0.556(7)
C(2B) 0.1158(3) 0.1344(3) -0.0290(2) 0.0527(6)
C(3B) 0.0604(3) 0.1789(3) 0.0573(2) 0.0525(7)
H(1) 0.507(2) 0.859(2) 0.574(1) 0.060(5)
H(2) 0.542(2) 0.811(2) 0.412(1) 0.065(5)
H(3) 0.372(2) 0.536(2) 0.289(1) 0.072(5)
H(4) 0.161(2) 0.296(2) 0.335(1) 0.038(4)
H(6) -0.102(2) 0.058(2) 0.567(1) 0.054(5)
H(7) -0.152(2) 0.080(2) 0.723(1) 0.069(5)
H(8) -0.008(2) 0.356(2) 0.847(1) 0.054(5)
H(9) 0.194(2) 0.608(2) 0.814(1) 0.050(4)
H(2') 0.545(2) 0.752(2) 0.806(1) 0.058(5)
H(3') 0.674(2) 1.047(2) 0.916(1) 0.042(4)
H(5') 0.330(2) 1.208(2) 0.758(1) 0.042(4)
H(6') 0.189(2) 0.912(2) 0.644(1) 0.051(4)
H(1B) 0.096(3) -0.072(3) -0.146(2) 0.092(7)
H(2B) 0.192(2) 0.222(2) -0.051(1) 0.064(5)
H(3B) 0.104(3) 0.304(3) 0.097(1) 0.087(6)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(10a) . . 120.1(2) yes
C(1) C(2) C(3) . . 120.6(2) yes
C(2) C(3) C(4) . . 120.0(2) yes
C(3) C(4) C(4a) . . 122.0(2) yes
C(4) C(4a) N(5) . . 119.30(10) yes
C(4) C(4a) C(10a) . . 117.0(2) yes
N(5) C(4a) C(10a) . . 123.7(2) yes
C(4a) N(5) C(5a) . . 117.00(10) yes
N(5) C(5a) C(6) . . 118.60(10) yes
N(5) C(5a) C(9a) . . 123.7(2) yes
C(6) C(5a) C(9a) . . 117.7(2) yes
C(5a) C(6) C(7) . . 121.7(2) yes
C(6) C(7) C(8) . . 119.6(2) yes
C(7) C(8) C(9) . . 121.0(2) yes
C(8) C(9) C(9a) . . 120.3(2) yes
C(5a) C(9a) C(9) . . 119.8(2) yes
C(5a) C(9a) N(10) . . 117.6(2) yes
C(9) C(9a) N(10) . . 122.60(10) yes
C(9a) N(10) C(10a) . . 120.40(10) yes
C(9a) N(10) C(1') . . 120.7(2) yes
C(10a) N(10) C(1') . . 118.7(2) yes
C(1) C(10a) C(4a) . . 120.2(2) yes
C(1) C(10a) N(10) . . 122.20(10) yes
C(4a) C(10a) N(10) . . 117.5(2) yes
C(4') N(4') O(4''A) . . 118.3(2) yes
C(4') N(4') O(4''B) . . 118.3(2) yes
O(4''A) N(4') O(4''B) . . 123.4(2) yes
N(10) C(1') C(2') . . 120.6(2) no
N(10) C(1') C(6') . . 118.8(2) no
C(2') C(1') C(6') . . 120.6(2) no
C(1') C(2') C(3') . . 119.7(2) no
C(2') C(3') C(4') . . 118.8(2) no
C(3') C(4') C(5') . . 122.3(2) no
C(3') C(4') N(4') . . 119.2(2) no
C(5') C(4') N(4') . . 118.5(2) no
C(4') C(5') C(6') . . 118.7(2) no
C(1') C(6') C(5') . . 119.8(2) no
C(2B) C(1B) C(3B) . 2 120.3(2) no
C(1B) C(2B) C(3B) . . 119.8(2) no
C(1B) C(3B) C(2B) 2 . 119.9(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) . 1.372(3) yes
C(1) C(10a) . 1.389(3) yes
C(2) C(3) . 1.385(2) yes
C(3) C(4) . 1.352(3) yes
C(4) C(4a) . 1.413(3) yes
C(4a) N(5) . 1.356(3) yes
C(4a) C(10a) . 1.418(2) yes
N(5) C(5a) . 1.362(3) yes
C(5a) C(6) . 1.405(3) yes
C(5a) C(9a) . 1.416(2) yes
C(6) C(7) . 1.366(3) yes
C(7) C(8) . 1.382(2) yes
C(8) C(9) . 1.368(3) yes
C(9) C(9a) . 1.392(3) yes
C(9a) N(10) . 1.395(2) yes
N(10) C(10a) . 1.400(3) yes
N(10) C(1') . 1.436(2) yes
C(1') C(2') . 1.383(3) yes
C(1') C(6') . 1.381(3) yes
C(2') C(3') . 1.374(2) yes
C(3') C(4') . 1.368(3) yes
C(4') C(5') . 1.377(3) yes
C(4') N(4') . 1.469(2) yes
C(5') C(6') . 1.372(2) yes
N(4') O(4''A) . 1.212(2) yes
N(4') O(4''B) . 1.220(3) yes
C(1B) C(2B) . 1.374(3) yes
C(1B) C(3B) 2_555 1.365(3) yes
C(2B) C(3B) . 1.368(3) yes
C(1) H(1) . 0.970(10) no
C(2) H(2) . 0.96(2) no
C(3) H(3) . 0.98(2) no
C(4) H(4) . 0.950(10) no
C(6) H(6) . 0.920(10) no
C(7) H(7) . 0.95(2) no
C(8) H(8) . 0.95(2) no
C(9) H(9) . 0.940(10) no
C(2') H(2') . 0.93(2) no
C(3') H(3') . 0.92(2) no
C(5') H(5') . 0.93(2) no
C(6') H(6') . 0.98(2) no
C(1B) H(1B) . 0.96(2) no
C(2B) H(2B) . 0.93(2) no
C(3B) H(3B) . 0.96(2) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
C(4) C(9a) 3.429(3) 2_566 yes
N(5) C(10a) 3.434(3) 2_566 yes
C(1) C(4) 3.482(3) 2_666 yes
C(2) C(4a) 3.463(3) 2_666 yes
C(3) C(10a) 3.506(3) 2_666 yes
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
_geom_torsion_publ_flag
C(5a) C(9a) N(10) C(1') 173.10(10) yes
C(1') N(10) C(10a) C(4a) -171.60(10) yes
C(9a) N(10) C(1') C(2') 72.3(2) yes
C(10a) N(10) C(1') C(6') 66.6(2) yes
_journal_paper_doi 10.1107/S0108270195000941