#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051072.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_7051072
loop_
_publ_author_name
'Eastmond, Geoffrey C.'
'Gilchrist, Thomas L.'
'Paprotny, Jerzy'
'Steiner, Alexander'
_publ_section_title
;
 Cyano-activated fluoro displacement reactions in the synthesis of
 cyanophenoxazines and related compounds
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              385
_journal_paper_doi               10.1039/b008503k
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C15 H10 N2 O2'
_chemical_formula_weight         250.27
_chemical_name_systematic
;
  ?
;
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0095(19)
_cell_length_b                   17.599(3)
_cell_length_c                   8.826(2)
_cell_measurement_temperature    213(2)
_cell_volume                     1199.3(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.938
_diffrn_measured_fraction_theta_max 0.938
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1152
_diffrn_reflns_av_sigmaI/netI    0.1247
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4437
_diffrn_reflns_theta_full        22.99
_diffrn_reflns_theta_max         22.99
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    0.055
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.918
_refine_ls_R_factor_all          0.1225
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1101P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1690
_refine_ls_wR_factor_ref         0.1940
_reflns_number_gt                856
_reflns_number_total             1630
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b008503k.txt
_cod_data_source_block           geo597
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1101P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.1101P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1199.4(5)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7051072
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4249(4) 0.1804(2) 0.0790(4) 0.0311(10) Uani 1 d . . .
O2 O 0.8682(4) 0.1660(2) -0.1293(4) 0.0352(10) Uani 1 d . . .
N1 N 0.7417(5) 0.1297(2) 0.0592(4) 0.0266(11) Uani 1 d . . .
N2 N 0.8681(7) -0.0162(3) -0.2029(6) 0.0579(16) Uani 1 d . . .
C1 C 0.4324(6) 0.1327(3) -0.0417(6) 0.0280(13) Uani 1 d . . .
C2 C 0.5901(6) 0.1040(3) -0.0542(5) 0.0264(12) Uani 1 d . . .
C3 C 0.5917(6) 0.0524(3) -0.1738(6) 0.0274(13) Uani 1 d . . .
C4 C 0.4383(7) 0.0343(3) -0.2825(6) 0.0361(14) Uani 1 d . . .
H4 H 0.4396 0.0004 -0.3646 0.043 Uiso 1 calc R . .
C5 C 0.2834(7) 0.0650(3) -0.2726(6) 0.0377(14) Uani 1 d . . .
H5 H 0.1806 0.0532 -0.3493 0.045 Uiso 1 calc R . .
C6 C 0.2789(7) 0.1131(3) -0.1505(6) 0.0380(14) Uani 1 d . . .
H6 H 0.1727 0.1324 -0.1410 0.046 Uiso 1 calc R . .
C7 C 0.5523(7) 0.1676(3) 0.2192(6) 0.0284(13) Uani 1 d . . .
C8 C 0.7145(6) 0.1404(3) 0.2144(6) 0.0275(13) Uani 1 d . . .
C9 C 0.8339(7) 0.1219(3) 0.3514(6) 0.0308(13) Uani 1 d . . .
H9 H 0.9407 0.1006 0.3488 0.037 Uiso 1 calc R . .
C10 C 0.7972(7) 0.1348(3) 0.4952(6) 0.0329(14) Uani 1 d . . .
H10 H 0.8794 0.1229 0.5898 0.040 Uiso 1 calc R . .
C11 C 0.6366(7) 0.1659(3) 0.4972(6) 0.0340(14) Uani 1 d . . .
H11 H 0.6129 0.1764 0.5939 0.041 Uiso 1 calc R . .
C12 C 0.5132(7) 0.1812(3) 0.3593(6) 0.0314(13) Uani 1 d . . .
H12 H 0.4042 0.2005 0.3608 0.038 Uiso 1 calc R . .
C13 C 0.8734(6) 0.1667(3) 0.0120(6) 0.0273(13) Uani 1 d . . .
C14 C 1.0162(7) 0.2024(3) 0.1345(6) 0.0340(14) Uani 1 d . . .
H14A H 0.9938 0.1965 0.2366 0.041 Uiso 1 calc R . .
H14B H 1.0229 0.2560 0.1114 0.041 Uiso 1 calc R . .
H14C H 1.1250 0.1780 0.1353 0.041 Uiso 1 calc R . .
C15 C 0.7502(8) 0.0166(3) -0.1856(6) 0.0403(15) Uani 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0020 '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 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C7 114.7(4) . . ?
C13 N1 C2 120.6(4) . . ?
C13 N1 C8 122.4(4) . . ?
C2 N1 C8 112.9(4) . . ?
O1 C1 C6 118.4(4) . . ?
O1 C1 C2 120.8(5) . . ?
C6 C1 C2 120.8(5) . . ?
C1 C2 C3 119.1(5) . . ?
C1 C2 N1 116.8(4) . . ?
C3 C2 N1 124.1(4) . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 C15 119.1(5) . . ?
C2 C3 C15 121.5(5) . . ?
C5 C4 C3 121.0(5) . . ?
C4 C5 C6 120.1(5) . . ?
C5 C6 C1 119.4(5) . . ?
C12 C7 C8 121.5(5) . . ?
C12 C7 O1 118.8(4) . . ?
C8 C7 O1 119.7(4) . . ?
C9 C8 C7 119.6(4) . . ?
C9 C8 N1 123.9(4) . . ?
C7 C8 N1 116.5(5) . . ?
C8 C9 C10 119.9(5) . . ?
C9 C10 C11 119.4(5) . . ?
C12 C11 C10 120.7(4) . . ?
C7 C12 C11 118.7(5) . . ?
O2 C13 N1 118.1(5) . . ?
O2 C13 C14 123.4(4) . . ?
N1 C13 C14 118.5(4) . . ?
N2 C15 C3 174.4(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.371(6) . ?
O1 C7 1.397(6) . ?
O2 C13 1.237(5) . ?
N1 C13 1.394(6) . ?
N1 C2 1.426(6) . ?
N1 C8 1.455(5) . ?
N2 C15 1.151(7) . ?
C1 C6 1.387(7) . ?
C1 C2 1.391(6) . ?
C2 C3 1.395(7) . ?
C3 C4 1.380(8) . ?
C3 C15 1.445(8) . ?
C4 C5 1.378(7) . ?
C5 C6 1.378(8) . ?
C7 C12 1.375(6) . ?
C7 C8 1.396(7) . ?
C8 C9 1.367(7) . ?
C9 C10 1.395(6) . ?
C10 C11 1.402(7) . ?
C11 C12 1.375(7) . ?
C13 C14 1.489(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21142395
