#------------------------------------------------------------------------------
#$Date: 2016-03-25 17:09:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180005 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/99/7029988.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_7029988
loop_
_publ_author_name
'Katayama, Koichi'
'Hirotsu, Masakazu'
'Kinoshita, Isamu'
'Teki, Yoshio'
_publ_section_title
;
 Design, synthesis, magnetic properties of a π-radical ligand with
 photo-excited high-spin state and its Fe(II) complex. The first stage of
 a new strategy for LIESST materials.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13465
_journal_page_last               13473
_journal_paper_doi               10.1039/c2dt31831h
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C36 H25 N6 O'
_chemical_formula_sum            'C36 H25 N6 O'
_chemical_formula_weight         557.62
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 113.403(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.454(3)
_cell_length_b                   35.516(9)
_cell_length_c                   8.983(3)
_cell_measurement_reflns_used    2532
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      2.7088
_cell_volume                     2768.1(15)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku, 2001)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 7.32
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
scan:
Number of images: 600
Slice: -80.0000 - 100.0000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Phi
Omega: 0.0000
Chi: 0.0000
Phi: 0.0000
XTD: 45.3211
2theta: 19.7975
scan:
Number of images: 160
Slice: -20.0000 - 28.0000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 90.0000
Phi: 0.0000
XTD: 45.3211
2theta: 19.7975
scan:
Number of images: 160
Slice: -20.0000 - 28.0000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 90.0000
Phi: 90.0000
XTD: 45.3211
2theta: 19.7975
scan:
Number of images: 160
Slice: -20.0000 - 28.0000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 90.0000
Phi: 180.0000
XTD: 45.3211
2theta: 19.7975
scan:
Number of images: 160
Slice: -20.0000 - 28.0000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 90.0000
Phi: 270.0000
XTD: 45.3211
2theta: 19.7975

;
_diffrn_measurement_device       'Mercury CCD (2x2 bin mode)'
_diffrn_measurement_device_details 'AFC7: Eulerian 3-circle'
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       'ω or φ'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10630
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.91
_diffrn_source_current           150.0000
_diffrn_source_power             7.5000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9983
_exptl_absorpt_correction_T_min  0.9859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3103
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0570
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0755P)²+1.3979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1570
_reflns_number_gt                2343
_reflns_number_total             3103
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt31831h.txt
_cod_data_source_block           kk110107a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        2768.0(13)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7029988
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0000 0.44988(6) 0.2500 0.0372(6) Uani 1 2 d S . .
O1 O 1.0000 0.48433(4) 0.2500 0.0513(6) Uani 1 2 d S . .
C2 C 1.0347(4) 0.44759(6) 0.5347(3) 0.0647(8) Uani 1 1 d . . .
H2A H 1.068(3) 0.4291(7) 0.620(4) 0.081(8) Uiso 1 1 d . . .
H2B H 1.095(4) 0.4701(9) 0.550(4) 0.101(10) Uiso 1 1 d . . .
H2C H 0.920(4) 0.4576(9) 0.515(4) 0.117(12) Uiso 1 1 d . . .
N1 N 1.0199(2) 0.42899(4) 0.38496(19) 0.0394(4) Uani 1 1 d . . .
N2 N 1.02070(19) 0.39051(4) 0.38961(18) 0.0358(4) Uani 1 1 d . . .
C3 C 1.0000 0.37395(6) 0.2500 0.0279(5) Uani 1 2 d S . .
C4 C 1.0000 0.33233(5) 0.2500 0.0258(5) Uani 1 2 d S . .
C5 C 0.9361(2) 0.31254(4) 0.1044(2) 0.0287(4) Uani 1 1 d . . .
H5A H 0.887(2) 0.3270(5) 0.003(2) 0.036(5) Uiso 1 1 d . . .
C6 C 0.9364(2) 0.27352(4) 0.1051(2) 0.0288(4) Uani 1 1 d . . .
H6A H 0.893(2) 0.2602(5) 0.001(2) 0.036(5) Uiso 1 1 d . . .
C7 C 1.0000 0.25342(6) 0.2500 0.0251(5) Uani 1 2 d S . .
C8 C 1.0000 0.21148(5) 0.2500 0.0257(5) Uani 1 2 d S . .
C9 C 0.89374(19) 0.19181(4) 0.29501(19) 0.0267(4) Uani 1 1 d . . .
C10 C 0.7837(2) 0.21101(5) 0.3397(2) 0.0315(4) Uani 1 1 d . . .
H10A H 0.782(2) 0.2389(5) 0.339(2) 0.032(5) Uiso 1 1 d . . .
C11 C 0.6839(2) 0.19179(5) 0.3857(2) 0.0357(4) Uani 1 1 d . . .
H11A H 0.609(3) 0.2048(5) 0.420(3) 0.049(6) Uiso 1 1 d . . .
C12 C 0.6854(2) 0.15186(5) 0.3893(2) 0.0392(4) Uani 1 1 d . . .
H12A H 0.620(3) 0.1392(5) 0.431(3) 0.052(6) Uiso 1 1 d . . .
C13 C 0.7866(2) 0.13251(5) 0.3451(2) 0.0365(4) Uani 1 1 d . . .
H13A H 0.790(2) 0.1041(6) 0.350(2) 0.043(5) Uiso 1 1 d . . .
C14 C 0.8938(2) 0.15151(4) 0.2956(2) 0.0296(4) Uani 1 1 d . . .
C15 C 1.0000 0.13177(6) 0.2500 0.0320(5) Uani 1 2 d S . .
C16 C 1.0000 0.09140(6) 0.2500 0.0386(6) Uani 1 2 d S . .
C17 C 1.0000 0.05769(7) 0.2500 0.0444(7) Uani 1 2 d S . .
C18 C 1.0000 0.01724(6) 0.2500 0.0413(6) Uani 1 2 d S . .
C19 C 0.8989(3) -0.00314(5) 0.2967(3) 0.0467(5) Uani 1 1 d . . .
H19A H 0.826(3) 0.0098(6) 0.337(3) 0.062(7) Uiso 1 1 d . . .
C20 C 0.8981(2) -0.04149(4) 0.2968(2) 0.0428(5) Uani 0.50 1 d P A 2
N3 N 0.8981(2) -0.04149(4) 0.2968(2) 0.0428(5) Uani 0.50 1 d P A 1
H20A H 0.826(5) -0.0553(11) 0.341(5) 0.049(11) Uiso 0.50 1 d P B 2
C21 C 1.0000 -0.06015(6) 0.2500 0.0341(5) Uani 1 2 d S . .
C22 C 1.0000 -0.10189(6) 0.2500 0.0322(5) Uani 1 2 d S . .
C23 C 0.9028(2) -0.12022(4) 0.3034(2) 0.0370(4) Uani 0.50 1 d P C 2
N4 N 0.9028(2) -0.12022(4) 0.3034(2) 0.0370(4) Uani 0.50 1 d P C 1
H23A H 0.829(4) -0.1078(9) 0.343(4) 0.022(8) Uiso 0.50 1 d P D 2
C24 C 0.9035(2) -0.15856(5) 0.3035(2) 0.0401(5) Uani 1 1 d . . .
H24A H 0.837(3) -0.1721(5) 0.340(3) 0.048(6) Uiso 1 1 d . . .
C25 C 1.0000 -0.17860(6) 0.2500 0.0391(6) Uani 1 2 d S . .
H25A H 1.0000 -0.2075(8) 0.2500 0.047(8) Uiso 1 2 d S . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 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
O1 C1 N1 122.81(10) . .
O1 C1 N1 122.81(10) . 2_755
N1 C1 N1 114.4(2) . 2_755
N1 C2 H2A 108.0(16) . .
N1 C2 H2B 110.3(19) . .
H2A C2 H2B 118(3) . .
N1 C2 H2C 106.0(19) . .
H2A C2 H2C 110(2) . .
H2B C2 H2C 104(3) . .
N2 N1 C1 124.46(15) . .
N2 N1 C2 115.36(15) . .
C1 N1 C2 120.12(15) . .
C3 N2 N1 114.64(14) . .
N2 C3 N2 127.41(19) . 2_755
N2 C3 C4 116.29(10) . .
N2 C3 C4 116.30(10) 2_755 .
C5 C4 C5 119.44(19) . 2_755
C5 C4 C3 120.28(10) . .
C5 C4 C3 120.28(10) 2_755 .
C6 C5 C4 120.04(15) . .
C6 C5 H5A 121.5(10) . .
C4 C5 H5A 118.4(10) . .
C5 C6 C7 121.03(15) . .
C5 C6 H6A 118.5(10) . .
C7 C6 H6A 120.4(10) . .
C6 C7 C6 118.41(19) 2_755 .
C6 C7 C8 120.80(10) 2_755 .
C6 C7 C8 120.80(10) . .
C9 C8 C9 120.52(19) . 2_755
C9 C8 C7 119.74(9) . .
C9 C8 C7 119.74(9) 2_755 .
C8 C9 C10 121.74(14) . .
C8 C9 C14 119.85(15) . .
C10 C9 C14 118.41(14) . .
C11 C10 C9 121.22(15) . .
C11 C10 H10A 119.7(11) . .
C9 C10 H10A 119.1(11) . .
C10 C11 C12 120.59(17) . .
C10 C11 H11A 122.0(12) . .
C12 C11 H11A 117.4(12) . .
C13 C12 C11 120.02(17) . .
C13 C12 H12A 121.4(13) . .
C11 C12 H12A 118.4(13) . .
C12 C13 C14 121.42(16) . .
C12 C13 H13A 120.6(11) . .
C14 C13 H13A 118.0(11) . .
C15 C14 C13 122.01(15) . .
C15 C14 C9 119.67(15) . .
C13 C14 C9 118.31(15) . .
C14 C15 C14 120.44(19) . 2_755
C14 C15 C16 119.78(10) . .
C14 C15 C16 119.78(10) 2_755 .
C17 C16 C15 180.000(1) . .
C16 C17 C18 180.000(1) . .
C19 C18 C19 117.2(2) . 2_755
C19 C18 C17 121.38(12) . .
C19 C18 C17 121.39(12) 2_755 .
C20 C19 C18 121.70(19) . .
C20 C19 H19A 116.9(13) . .
C18 C19 H19A 121.4(13) . .
C19 C20 C21 118.72(18) . .
C19 C20 H20A 118(2) . .
C21 C20 H20A 123(2) . .
C20 C21 N3 121.9(2) . 2_755
C20 C21 C20 121.9(2) . 2_755
N3 C21 C20 0.00(18) 2_755 2_755
C20 C21 C22 119.04(11) . .
N3 C21 C22 119.04(11) 2_755 .
C20 C21 C22 119.04(11) 2_755 .
C23 C22 N4 122.8(2) . 2_755
C23 C22 C23 122.8(2) . 2_755
N4 C22 C23 0.00(17) 2_755 2_755
C23 C22 C21 118.59(11) . .
N4 C22 C21 118.59(11) 2_755 .
C23 C22 C21 118.59(11) 2_755 .
C22 C23 C24 118.34(17) . .
C22 C23 H23A 125.3(18) . .
C24 C23 H23A 116.3(18) . .
C23 C24 C25 121.17(18) . .
C23 C24 H24A 120.3(13) . .
C25 C24 H24A 118.6(13) . .
C24 C25 C24 118.2(2) 2_755 .
C24 C25 H25A 120.91(11) 2_755 .
C24 C25 H25A 120.92(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.224(3) .
C1 N1 1.3690(19) .
C1 N1 1.3691(19) 2_755
C2 N1 1.454(2) .
C2 H2A 0.97(3) .
C2 H2B 0.96(3) .
C2 H2C 1.09(4) .
N1 N2 1.3675(18) .
N2 C3 1.3273(17) .
C3 N2 1.3274(17) 2_755
C3 C4 1.478(3) .
C4 C5 1.3936(19) .
C4 C5 1.3937(19) 2_755
C5 C6 1.386(2) .
C5 H5A 0.986(19) .
C6 C7 1.3944(19) .
C6 H6A 0.980(19) .
C7 C6 1.3943(19) 2_755
C7 C8 1.489(3) .
C8 C9 1.4083(18) .
C8 C9 1.4084(18) 2_755
C9 C10 1.428(2) .
C9 C14 1.431(2) .
C10 C11 1.355(2) .
C10 H10A 0.989(17) .
C11 C12 1.419(3) .
C11 H11A 1.00(2) .
C12 C13 1.359(3) .
C12 H12A 0.96(2) .
C13 C14 1.428(2) .
C13 H13A 1.010(19) .
C14 C15 1.412(2) .
C15 C14 1.412(2) 2_755
C15 C16 1.434(3) .
C16 C17 1.197(3) .
C17 C18 1.437(3) .
C18 C19 1.390(2) .
C18 C19 1.390(2) 2_755
C19 C20 1.362(2) .
C19 H19A 1.01(2) .
C20 C21 1.366(2) .
C20 H20A 1.04(4) .
C21 N3 1.366(2) 2_755
C21 C20 1.366(2) 2_755
C21 C22 1.482(3) .
C22 C23 1.360(2) .
C22 N4 1.360(2) 2_755
C22 C23 1.360(2) 2_755
C23 C24 1.362(2) .
C23 H23A 1.00(4) .
C24 C25 1.385(2) .
C24 H24A 0.95(2) .
C25 C24 1.385(2) 2_755
C25 H25A 1.03(3) .
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_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 N1 N2 -179.95(12) . .
N1 C1 N1 N2 0.05(12) 2_755 .
O1 C1 N1 C2 3.0(2) . .
N1 C1 N1 C2 -177.0(2) 2_755 .
C1 N1 N2 C3 -0.1(2) . .
C2 N1 N2 C3 177.0(2) . .
N1 N2 C3 N2 0.04(10) . 2_755
N1 N2 C3 C4 -179.96(10) . .
N2 C3 C4 C5 161.24(11) . .
N2 C3 C4 C5 -18.77(11) 2_755 .
N2 C3 C4 C5 -18.77(11) . 2_755
N2 C3 C4 C5 161.23(11) 2_755 2_755
C5 C4 C5 C6 -0.01(11) 2_755 .
C3 C4 C5 C6 179.99(11) . .
C4 C5 C6 C7 0.0(2) . .
C5 C6 C7 C6 -0.01(11) . 2_755
C5 C6 C7 C8 179.99(12) . .
C6 C7 C8 C9 76.37(11) 2_755 .
C6 C7 C8 C9 -103.63(11) . .
C6 C7 C8 C9 -103.63(11) 2_755 2_755
C6 C7 C8 C9 76.37(11) . 2_755
C9 C8 C9 C10 -179.39(17) 2_755 .
C7 C8 C9 C10 0.61(17) . .
C9 C8 C9 C14 0.19(10) 2_755 .
C7 C8 C9 C14 -179.81(10) . .
C8 C9 C10 C11 -178.78(14) . .
C14 C9 C10 C11 1.6(2) . .
C9 C10 C11 C12 -0.5(3) . .
C10 C11 C12 C13 -0.6(3) . .
C11 C12 C13 C14 0.5(3) . .
C12 C13 C14 C15 179.74(15) . .
C12 C13 C14 C9 0.6(3) . .
C8 C9 C14 C15 -0.4(2) . .
C10 C9 C14 C15 179.21(13) . .
C8 C9 C14 C13 178.74(13) . .
C10 C9 C14 C13 -1.7(2) . .
C13 C14 C15 C14 -178.90(18) . 2_755
C9 C14 C15 C14 0.19(10) . 2_755
C13 C14 C15 C16 1.10(18) . .
C9 C14 C15 C16 -179.81(10) . .
C14 C15 C16 C17 0(100) . .
C14 C15 C16 C17 0(100) 2_755 .
C15 C16 C17 C18 0.0 . .
C16 C17 C18 C19 0(100) . .
C16 C17 C18 C19 0(100) . 2_755
C19 C18 C19 C20 -0.07(14) 2_755 .
C17 C18 C19 C20 179.93(14) . .
C18 C19 C20 C21 0.1(3) . .
C19 C20 C21 N3 -0.06(14) . 2_755
C19 C20 C21 C20 -0.06(14) . 2_755
C19 C20 C21 C22 179.93(14) . .
C20 C21 C22 C23 -2.80(12) . .
N3 C21 C22 C23 177.20(12) 2_755 .
C20 C21 C22 C23 177.20(12) 2_755 .
C20 C21 C22 N4 177.20(12) . 2_755
N3 C21 C22 N4 -2.80(12) 2_755 2_755
C20 C21 C22 N4 -2.80(12) 2_755 2_755
C20 C21 C22 C23 177.20(12) . 2_755
N3 C21 C22 C23 -2.80(12) 2_755 2_755
C20 C21 C22 C23 -2.80(12) 2_755 2_755
N4 C22 C23 C24 0.13(12) 2_755 .
C23 C22 C23 C24 0.13(12) 2_755 .
C21 C22 C23 C24 -179.88(12) . .
C22 C23 C24 C25 -0.2(2) . .
C23 C24 C25 C24 0.13(12) . 2_755
