#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010206.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_2010206
loop_
_publ_author_name
'Gλówka, M.L.'
'Iwanicka, I.'
'Olczak, A.'
_publ_section_title
;
 6-Chloro-4(1H)-cinnolinone
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1770
_journal_page_last               1772
_journal_paper_doi               10.1107/S0108270194001058
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C8 H5 Cl N2 O'
_chemical_formula_weight         180.59
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           'SHELXTL (Sheldrick, 1990)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   3.7930(6)
_cell_length_b                   15.704(2)
_cell_length_c                   25.035(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      26
_cell_measurement_theta_min      18
_cell_volume                     1491.2(3)
_diffrn_measurement_device       'Kuma KM-4'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2905
_diffrn_reflns_theta_max         75
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    4.15
_exptl_absorpt_correction_T_max  0.754
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   'empirical (DIFABS; Walker & Stuart, 1983)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_description       prisms
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.50
_refine_ls_extinction_coef       0.0032(6)
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 1990)'
_refine_ls_goodness_of_fit_obs   0.77
_refine_ls_number_parameters     228
_refine_ls_number_reflns         2165
_refine_ls_R_factor_obs          0.043
_refine_ls_shift/esd_max         0.001
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ) + 0.00186Fₒ²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          2165
_reflns_number_total             2339
_reflns_observed_criterion       F~o~>4\s(F~o~)
_cod_data_source_file            ka1066.cif
_cod_data_source_block           ka1066_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~) +
0.00186F~o~^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(F~o~) + 0.00186F~o~^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1491.2
_cod_database_code               2010206
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1A) .5607(10) 1.0724(2) .88800(10) .0385(10)
N(2A) .6969(11) 1.1484(2) .89780(10) .0439(11)
C(3A) .7488(12) 1.1699(2) .94750(10) .0402(13)
C(4A) .6622(12) 1.1177(2) .99320(10) .0333(11)
O(4A) .7224(9) 1.1436(2) 1.03920(10) .0475(10)
C(5A) .4060(11) .9776(2) 1.01990(10) .0332(11)
C(6A) .2611(11) .9020(2) 1.00470(10) .0353(12)
Cl(6A) .1328(4) .82896(7) 1.05250(4) .0514(4)
C(7A) .2120(11) .8812(3) .9506(2) .0384(12)
C(8A) .3108(11) .9377(3) .91190(10) .0372(12)
C(9A) .4575(10) 1.0156(2) .92650(10) .0301(10)
C(10A) .5077(10) 1.0368(2) .98030(10) .0295(11)
H(1A) .5322 1.0558 .8514 .085(19)
H(3A) .8525 1.2246 .9542 .079(17)
H(5A) .4384 .9905 1.0571 .042(11)
H(7A) .1095 .8274 .9409 .043(11)
H(8A) .2794 .9238 .8749 .048(12)
N(1B) .6367(11) .9169(2) .64060(10) .0406(10)
N(2B) .4892(10) .9930(2) .64130(10) .0443(11)
C(3B) .4377(13) 1.0292(3) .6880(2) .0421(13)
C(4B) .5405(11) .9935(3) .73840(10) .0365(12)
O(4B) .4825(10) 1.0321(2) .78100(10) .0568(12)
C(5B) .8195(11) .8661(3) .78050(10) .0354(11)
C(6B) .9667(11) .7886(3) .7746(2) .0368(12)
Cl(6B) 1.1145(3) .73367(7) .83065(4) .0532(4)
C(7B) 1.0094(11) .7507(3) .7240(2) .0423(13)
C(8B) .8979(13) .7931(3) .67950(10) .0416(13)
C(9B) .7492(10) .8740(3) .68480(10) .0338(11)
C(10B) .7012(10) .9112(2) .73520(10) .0322(11)
H(1B) .6671 .8899 .6065 .091(19)
H(3B) .3225 1.0836 .6883 .043(12)
H(5B) .7951 .8906 .8154 .047(13)
H(7B) 1.1159 .6955 .7209 .043(11)
H(8B) .9217 .7675 .6448 .060(14)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
H(1A) N(1A) N(2A) 117.7(2) no
H(1A) N(1A) C(9A) 117.7(2) no
N(2A) N(1A) C(9A) 124.6(3) no
N(1A) N(2A) C(3A) 117.9(3) no
N(2A) C(3A) H(3A) 117.5(2) no
H(3A) C(3A) C(4A) 117.5(2) no
N(2A) C(3A) C(4A) 125.1(4) no
C(3A) C(4A) O(4A) 120.4(3) no
C(3A) C(4A) C(10A) 114.7(3) no
O(4A) C(4A) C(10A) 124.9(3) no
H(5A) C(5A) C(6A) 120.4(2) no
H(5A) C(5A) C(10A) 120.4(2) no
C(6A) C(5A) C(10A) 119.2(3) no
C(5A) C(6A) Cl(6A) 119.9(3) no
C(5A) C(6A) C(7A) 121.7(3) no
Cl(6A) C(6A) C(7A) 118.3(3) no
C(6A) C(7A) H(7A) 120.2(2) no
C(6A) C(7A) C(8A) 119.7(4) no
H(7A) C(7A) C(8A) 120.2(2) no
C(7A) C(8A) H(8A) 120.2(2) no
C(7A) C(8A) C(9A) 119.6(3) no
H(8A) C(8A) C(9A) 120.2(2) no
N(1A) C(9A) C(8A) 120.0(3) no
N(1A) C(9A) C(10A) 118.9(3) no
C(8A) C(9A) C(10A) 121.1(3) no
C(4A) C(10A) C(5A) 122.5(3) no
C(4A) C(10A) C(9A) 118.8(3) no
C(5A) C(10A) C(9A) 118.8(3) no
H(1B) N(1B) N(2B) 117.7(2) no
H(1B) N(1B) C(9B) 117.7(2) no
N(2B) N(1B) C(9B) 124.7(3) no
N(1B) N(2B) C(3B) 117.9(3) no
N(2B) C(3B) H(3B) 117.5(2) no
N(2B) C(3B) C(4B) 124.9(4) no
H(3B) C(3B) C(4B) 117.5(2) no
C(3B) C(4B) O(4B) 121.0(4) no
C(3B) C(4B) C(10B) 114.7(3) no
O(4B) C(4B) C(10B) 124.3(3) no
H(5B) C(5B) C(6B) 120.1(2) no
H(5B) C(5B) C(10B) 120.1(2) no
C(6B) C(5B) C(10B) 119.8(3) no
C(5B) C(6B) Cl(6B) 119.6(3) no
C(5B) C(6B) C(7B) 121.9(4) no
Cl(6B) C(6B) C(7B) 118.5(3) no
C(6B) C(7B) H(7B) 120.3(2) no
C(6B) C(7B) C(8B) 119.5(4) no
H(7B) C(7B) C(8B) 120.3(2) no
C(7B) C(8B) H(8B) 120.3(2) no
C(7B) C(8B) C(9B) 119.4(3) no
H(8B) C(8B) C(9B) 120.3(2) no
N(1B) C(9B) C(8B) 119.9(3) no
N(1B) C(9B) C(10B) 118.9(4) no
C(8B) C(9B) C(10B) 121.1(3) no
C(4B) C(10B) C(5B) 122.9(3) no
C(4B) C(10B) C(9B) 118.8(3) no
C(5B) C(10B) C(9B) 118.8(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1A) N(2A) . . 1.323(5) no
N(1A) C(9A) . . 1.370(5) no
N(2A) N(1A) . . 1.323(5) no
N(2A) C(3A) . . 1.305(5) no
C(3A) N(2A) . . 1.305(5) no
C(3A) H(3A) . . 0.960 no
C(3A) C(4A) . . 1.445(5) no
C(4A) C(3A) . . 1.445(5) no
C(4A) O(4A) . . 1.244(4) no
C(4A) C(10A) . . 1.435 no
C(5A) H(5A) . . 0.960 no
C(5A) C(6A) . . 1.363(5) no
C(5A) C(10A) . . 1.413(5) no
C(6A) C(5A) . . 1.363(5) no
C(6A) Cl(6A) . . 1.727(4) no
C(6A) C(7A) . . 1.406(5) no
C(7A) C(6A) . . 1.406(5) no
C(7A) H(7A) . . 0.960 no
C(7A) C(8A) . . 1.366(5) no
C(8A) C(7A) . . 1.366(5) no
C(8A) H(8A) . . 0.960 no
C(8A) C(9A) . . 1.393(5) no
C(9A) N(1A) . . 1.370(5) no
C(9A) C(8A) . . 1.393(5) no
C(9A) C(10A) . . 1.401(5) no
C(10A) C(4A) . . 1.435(5) no
C(10A) C(5A) . . 1.413(5) no
C(10A) C(9A) . . 1.401(5) no
N(1B) H(1B) . . 0.960 no
N(1B) N(2B) . . 1.319(5) no
N(1B) C(9B) . . 1.364(5) no
N(2B) N(1B) . . 1.319(5) no
N(2B) C(3B) . . 1.313(5) no
C(3B) N(2B) . . 1.313(5) no
C(3B) H(3B) . . 0.960 no
C(3B) C(4B) . . 1.435(5) no
C(4B) C(3B) . . 1.435(5) no
C(4B) O(4B) . . 1.246(5) no
C(4B) C(10B) . . 1.433(6) no
C(5B) H(5B) . . 0.960 no
C(5B) C(6B) . . 1.346(6) no
C(5B) C(10B) . . 1.410(5) no
C(6B) C(5B) . . 1.346(6) no
C(6B) Cl(6B) . . 1.740(4) no
C(6B) C(7B) . . 1.410(6) no
C(7B) C(6B) . . 1.410(6) no
C(7B) H(7B) . . 0.960 no
C(7B) C(8B) . . 1.366(6) no
C(8B) C(7B) . . 1.366(6) no
C(8B) H(8B) . . 0.960 no
C(8B) C(9B) . . 1.396(6) no
C(9B) N(1B) . . 1.364(5) no
C(9B) C(8B) . . 1.396(6) no
C(9B) C(10B) . . 1.402(5) no
C(10B) C(4B) . . 1.433(6) no
C(10B) C(5B) . . 1.410(5) no
C(10B) C(9B) . . 1.402(5) no
