#------------------------------------------------------------------------------
#$Date: 2019-09-13 10:06:52 +0300 (Fri, 13 Sep 2019) $
#$Revision: 218254 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/38/7233824.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_7233824
loop_
_publ_author_name
'Yulia B. Borozdina'
'Evgeny Mostovich'
'Volker Enkelmann'
'Bernd Wolf'
'Pham T. Cong'
'Ulrich Tutsch'
'Michael Lang'
'Martin Baumgarten'
_publ_section_title
;
 Interacting networks of purely organic spin-1/2 dimers
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6618
_journal_page_last               6629
_journal_paper_doi               10.1039/C4TC00399C
_journal_volume                  2
_journal_year                    2014
_chemical_absolute_configuration .
_chemical_formula_moiety         'C15 H16 N2 O2'
_chemical_formula_sum            'C15 H16 N2 O2'
_chemical_formula_weight         256.30
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 103.400(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1768(2)
_cell_length_b                   19.0191(8)
_cell_length_c                   8.6983(3)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    120
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     1315.89(8)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1996)'
_computing_data_collection       'COLLECT (Nonius BV, 1997)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1996)'
_computing_molecular_graphics    'CAMERON (Watkin et al 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.091
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14007
_diffrn_reflns_theta_full        29.602
_diffrn_reflns_theta_max         29.602
_diffrn_reflns_theta_min         2.142
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.54
_refine_diff_density_min         -0.41
_refine_ls_extinction_coef       -10(80)
_refine_ls_extinction_method
'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_ref   0.9848
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0732
_refine_ls_shift/su_max          0.082527
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
4.29 1.80 3.72
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0786
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0724
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2221
_reflns_number_total             3687
_reflns_threshold_expression     I>3.00u(I)
_cod_data_source_file            1000002.cif
_cod_data_source_block           PCOD1000002
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               7233824
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O18 O 0.1241(2) 0.28024(9) 0.0477(2) 0.0377 1.0000 Uani . . . . . .
N16 N 0.1990(2) 0.22256(9) 0.0339(2) 0.0237 1.0000 Uani . . . . . .
O19 O 0.5261(2) 0.11929(9) -0.0221(2) 0.0385 1.0000 Uani . . . . . .
C6 C 0.4716(2) 0.27345(10) 0.0063(2) 0.0216 1.0000 Uani . . . . . .
C4 C 0.5712(3) 0.39095(11) 0.0806(3) 0.0295 1.0000 Uani . . . . . .
C2 C 0.8239(3) 0.43558(11) 0.0002(2) 0.0272 1.0000 Uani . . . . . .
C1 C 0.9359(3) 0.47677(12) 0.0000(3) 0.0276 1.0000 Uani . . . . . .
N17 N 0.3889(2) 0.14614(9) -0.0020(2) 0.0247 1.0000 Uani . . . . . .
C10 C 0.1062(3) 0.15400(10) 0.0200(2) 0.0234 1.0000 Uani . . . . . .
C9 C 0.3560(2) 0.21559(10) 0.0127(2) 0.0209 1.0000 Uani . . . . . .
C7 C 0.6010(3) 0.26496(11) -0.0742(3) 0.0272 1.0000 Uani . . . . . .
C8 C 0.7123(3) 0.31897(12) -0.0775(3) 0.0302 1.0000 Uani . . . . . .
C5 C 0.4572(3) 0.33761(11) 0.0812(3) 0.0283 1.0000 Uani . . . . . .
C3 C 0.7007(3) 0.38250(10) 0.0006(2) 0.0244 1.0000 Uani . . . . . .
C11 C 0.2512(3) 0.10021(11) 0.0286(3) 0.0252 1.0000 Uani . . . . . .
C13 C -0.0195(3) 0.15541(12) -0.1406(3) 0.0333 1.0000 Uani . . . . . .
C12 C 0.0116(4) 0.15010(13) 0.1508(3) 0.0395 1.0000 Uani . . . . . .
C15 C 0.3191(4) 0.07029(17) 0.1942(4) 0.0504 1.0000 Uani . . . . . .
C14 C 0.2159(3) 0.04152(14) -0.0917(4) 0.0475 1.0000 Uani . . . . . .
H41 H 0.5630 0.4338 0.1345 0.0380 1.0000 Uiso R . . . . .
H71 H 0.6114 0.2219 -0.1266 0.0362 1.0000 Uiso R . . . . .
H81 H 0.7987 0.3133 -0.1331 0.0407 1.0000 Uiso R . . . . .
H51 H 0.3681 0.3445 0.1330 0.0387 1.0000 Uiso R . . . . .
H131 H -0.0826 0.1130 -0.1556 0.0447 1.0000 Uiso R . . . . .
H132 H -0.0934 0.1942 -0.1441 0.0447 1.0000 Uiso R . . . . .
H133 H 0.0398 0.1601 -0.2219 0.0447 1.0000 Uiso R . . . . .
H121 H -0.0491 0.1071 0.1427 0.0497 1.0000 Uiso R . . . . .
H122 H -0.0645 0.1885 0.1414 0.0497 1.0000 Uiso R . . . . .
H123 H 0.0896 0.1522 0.2503 0.0497 1.0000 Uiso R . . . . .
H151 H 0.2379 0.0401 0.2218 0.0650 1.0000 Uiso R . . . . .
H152 H 0.3443 0.1076 0.2685 0.0650 1.0000 Uiso R . . . . .
H153 H 0.4186 0.0444 0.1948 0.0650 1.0000 Uiso R . . . . .
H141 H 0.1285 0.0126 -0.0714 0.0585 1.0000 Uiso R . . . . .
H142 H 0.3145 0.0141 -0.0845 0.0585 1.0000 Uiso R . . . . .
H143 H 0.1819 0.0610 -0.1948 0.0585 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O18 . N16 . C10 . 120.73(16) yes
O18 . N16 . C9 . 126.28(17) yes
C10 . N16 . C9 . 112.60(16) yes
C9 . C6 . C7 . 120.03(17) yes
C9 . C6 . C5 . 120.92(17) yes
C7 . C6 . C5 . 119.05(17) yes
C5 . C4 . C3 . 120.42(19) yes
C5 . C4 . H41 . 120.204 no
C3 . C4 . H41 . 119.379 no
C1 . C2 . C3 . 175.5(2) yes
C1 2_765 C1 . C2 . 179.6(3) yes
O19 . N17 . C9 . 126.76(17) yes
O19 . N17 . C11 . 120.67(17) yes
C9 . N17 . C11 . 112.16(16) yes
N16 . C10 . C11 . 101.70(15) yes
N16 . C10 . C13 . 106.16(16) yes
C11 . C10 . C13 . 113.49(17) yes
N16 . C10 . C12 . 108.56(17) yes
C11 . C10 . C12 . 116.57(19) yes
C13 . C10 . C12 . 109.5(2) yes
C6 . C9 . N17 . 125.79(17) yes
C6 . C9 . N16 . 125.29(18) yes
N17 . C9 . N16 . 108.92(16) yes
C6 . C7 . C8 . 120.11(19) yes
C6 . C7 . H71 . 119.888 no
C8 . C7 . H71 . 120.001 no
C7 . C8 . C3 . 120.95(19) yes
C7 . C8 . H81 . 119.871 no
C3 . C8 . H81 . 119.181 no
C6 . C5 . C4 . 120.58(19) yes
C6 . C5 . H51 . 119.759 no
C4 . C5 . H51 . 119.658 no
C2 . C3 . C4 . 122.26(19) yes
C2 . C3 . C8 . 118.86(19) yes
C4 . C3 . C8 . 118.85(17) yes
C10 . C11 . N17 . 101.77(15) yes
C10 . C11 . C15 . 113.4(2) yes
N17 . C11 . C15 . 105.10(18) yes
C10 . C11 . C14 . 115.58(19) yes
N17 . C11 . C14 . 109.83(19) yes
C15 . C11 . C14 . 110.3(2) yes
C10 . C13 . H131 . 109.793 no
C10 . C13 . H132 . 109.305 no
H131 . C13 . H132 . 109.476 no
C10 . C13 . H133 . 109.301 no
H131 . C13 . H133 . 109.476 no
H132 . C13 . H133 . 109.476 no
C10 . C12 . H121 . 109.565 no
C10 . C12 . H122 . 109.616 no
H121 . C12 . H122 . 109.476 no
C10 . C12 . H123 . 109.218 no
H121 . C12 . H123 . 109.476 no
H122 . C12 . H123 . 109.476 no
C11 . C15 . H151 . 109.900 no
C11 . C15 . H152 . 109.699 no
H151 . C15 . H152 . 109.476 no
C11 . C15 . H153 . 108.799 no
H151 . C15 . H153 . 109.476 no
H152 . C15 . H153 . 109.476 no
C11 . C14 . H141 . 109.290 no
C11 . C14 . H142 . 109.667 no
H141 . C14 . H142 . 109.476 no
C11 . C14 . H143 . 109.443 no
H141 . C14 . H143 . 109.476 no
H142 . C14 . H143 . 109.476 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O18 . N16 . 1.275(2) yes
N16 . C10 . 1.499(2) yes
N16 . C9 . 1.345(3) yes
O19 . N17 . 1.281(2) yes
C6 . C9 . 1.460(3) yes
C6 . C7 . 1.407(3) yes
C6 . C5 . 1.401(3) yes
C4 . C5 . 1.379(3) yes
C4 . C3 . 1.405(3) yes
C4 . H41 . 0.950 no
C2 . C1 . 1.206(3) yes
C2 . C3 . 1.426(3) yes
C1 . C1 2_765 1.371(4) yes
N17 . C9 . 1.360(3) yes
N17 . C11 . 1.497(3) yes
C10 . C11 . 1.554(3) yes
C10 . C13 . 1.531(3) yes
C10 . C12 . 1.518(3) yes
C7 . C8 . 1.377(3) yes
C7 . H71 . 0.950 no
C8 . C3 . 1.400(3) yes
C8 . H81 . 0.950 no
C5 . H51 . 0.950 no
C11 . C15 . 1.529(3) yes
C11 . C14 . 1.511(3) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C13 . H133 . 0.950 no
C12 . H121 . 0.950 no
C12 . H122 . 0.950 no
C12 . H123 . 0.950 no
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C15 . H153 . 0.950 no
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C14 . H143 . 0.950 no
