#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003684.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_2003684
loop_
_publ_author_name
'Janczak, J.'
_publ_section_title
;
 2-Aminoanthraquinone
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1381
_journal_page_last               1382
_journal_paper_doi               10.1107/S0108270194014885
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C14 H9 N O2'
_chemical_formula_weight         223.2
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'SHELXTL/PC (Sheldrick, 1990)'
_cell_angle_alpha                90
_cell_angle_beta                 98.54(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.082(2)
_cell_length_b                   3.954(1)
_cell_length_c                   16.103(3)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    295
_cell_measurement_theta_max      35
_cell_measurement_theta_min      20
_cell_volume                     508.9(2)
_diffrn_measurement_device
'Kuma KM-4 computer-controlled four-circle κ-axi'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            1664
_diffrn_reflns_theta_max         75
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      1.45
_exptl_crystal_description       parallelepiped
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.55
_refine_ls_number_parameters     103
_refine_ls_number_reflns         704
_refine_ls_R_factor_obs          0.0616
_refine_ls_shift/esd_max         0.017
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0563
_reflns_number_observed          704
_reflns_number_total             936
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            ka1101.cif
_cod_data_source_block           ka1101a
_cod_original_cell_volume        508.9
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2003684
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
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .3234(6) .2508(11) .5613(2) .066(2)
C(2) .3537(6) .4057(11) .6392(3) .070(2)
C(3) .2266(7) .4433(12) .6880(3) .074(2)
C(4) .0704(6) .3259(11) .6582(2) .065(2)
C(5) .0362(5) .1671(10) .5807(3) .056(1)
C(6) .1658(5) .1303(10) .5316(2) .055(1)
C(7) -.1330(5) .0377(11) .5517(2) .060(1)
O(1) -.2444(4) .0648(9) .5950(2) .086(1)
N(1) .4946(10) .498(2) .6688(6) .067(3)
H(2) .454(12) .542(36) .653(10) .120
H(3) .264(4) .556(9) .745(2) .062(11)
H(1) .4048(34) .233(9) .5252(18) .051(10)
H(4) -.021(4) .334(12) .694(2) .095(14)
H(11) .559(11) .614(24) .637(6) .120
H(12) .495(14) .659(19) .710(5) .120
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(6) . 119.9(4) yes
C(1) C(2) N(1) . 120.9(6) yes
C(2) C(3) C(4) . 119.2(4) yes
C(4) C(5) C(6) . 119.1(4) yes
C(6) C(5) C(7) . 121.2(3) yes
C(1) C(6) C(7) 3_556 120.1(4) yes
C(5) C(7) O(1) . 121.2(3) yes
O(1) C(7) C(6) 3_556 120.4(4) yes
C(1) C(2) C(3) . 120.9(4) yes
C(3) C(2) N(1) . 118.1(6) yes
C(3) C(4) C(5) . 121.4(4) yes
C(4) C(5) C(7) . 119.7(4) yes
C(1) C(6) C(5) . 119.6(3) yes
C(5) C(6) C(7) 3_556 120.3(3) yes
C(5) C(7) C(6) 3_556 118.4(3) yes
C(1) C(2) H(2) . 119(10) no
C(2) C(3) H(3) . 114(2) no
C(3) C(4) H(4) . 121(2) no
C(2) N(1) H(12) . 113(7) no
C(2) C(1) H(1) . 123.1(17) no
C(3) C(2) H(2) . 119(9) no
C(4) C(3) H(3) . 126.5(19) no
C(5) C(4) H(4) . 118(2) no
H(11) N(1) H(12) . 96(9) no
C(6) C(1) H(1) . 116.9(17) no
C(2) N(1) H(11) . 121(5) 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) . 1.384(6) yes
C(1) C(6) . 1.378(6) yes
C(2) C(3) . 1.391(7) yes
C(2) N(1) . 1.222(9) yes
C(3) C(4) . 1.363(7) yes
C(4) C(5) . 1.387(5) yes
C(5) C(6) . 1.411(6) yes
C(5) C(7) . 1.470(5) yes
C(6) C(7) 3_556 1.485(5) yes
C(7) O(1) . 1.223(5) yes
C(7) C(6) 3_556 1.485(5) yes
N(1) H(11) . 0.91(10) no
N(1) H(12) . 0.92(7) no
C(1) H(1) . 0.94(3) no
C(2) H(2) . 0.97(11) no
