data_global
_audit_creation_method                  'APEX2 v2014.9-0'

_publ_requested_journal                 ?

_publ_contact_author_name               AYA_TANATANI
_publ_contact_author_address            
;2-1-1 Otsuka, Bunkyo-ku, 1128610, Tokyo, Japan
;
_publ_contact_author_email              tanatani.aya@ocha.ac.jp
_publ_contact_author_fax                ?
_publ_contact_author_phone              +81-90-7275-1562

_publ_section_title                     
;
;
_publ_section_abstract                  
;
;
_publ_section_references                
;
;
_publ_section_comment                   
;
;

data_150129uru1
_chemical_name_systematic               ?
_chemical_name_common                   ?
_chemical_formula_moiety                ?
_chemical_formula_sum                   'C31 H26 Cl2 N2 O2'
_chemical_formula_iupac                 ?
_chemical_formula_weight                529.46

_chemical_melting_point                 ?

_space_group_crystal_system             monoclinic
_space_group_name_H-M_alt               'P 1 21/c 1'
_space_group_name_Hall                  '-P 2ybc'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'

_cell_length_a                          7.6568(17)
_cell_length_b                          15.768(3)
_cell_length_c                          22.082(5)
_cell_angle_alpha                       90
_cell_angle_beta                        96.890(4)
_cell_angle_gamma                       90
_cell_volume                            2646.8(10)
_cell_formula_units_Z                   4
_cell_measurement_reflns_used           936
_cell_measurement_theta_min             2.6795
_cell_measurement_theta_max             20.4768
_cell_measurement_temperature           93

_exptl_crystal_description              Needle
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.100
_exptl_crystal_size_mid                 0.050
_exptl_crystal_size_min                 0.030
_exptl_crystal_density_diffrn           1.329
_exptl_crystal_density_meas             ?
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    1104

_exptl_absorpt_coefficient_mu           0.277
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details          'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min         0.91
_exptl_absorpt_correction_T_max         0.99

_exptl_special_details                  
;
; 

_diffrn_ambient_temperature             93

_diffrn_source                          'rotating-anode X-ray tube'
_diffrn_source_type                     'Bruker Tourbo X-ray Source'

_diffrn_radiation_type                  MoK\a
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_monochromator         ?

_diffrn_measurement_device_type          'Bruker APEXII Ultra CCD area detector'
_diffrn_measurement_method              'Phi and Omega scans'

_diffrn_detector_area_resol_mean        8.3333

_diffrn_reflns_number                   17133
_diffrn_reflns_av_R_equivalents         0.1201
_diffrn_reflns_av_unetI/netI            0.1543
_diffrn_reflns_theta_min                1.59
_diffrn_reflns_theta_max                27.48
_diffrn_reflns_theta_full               27.48
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full    0.997
_diffrn_reflns_limit_h_min              -9
_diffrn_reflns_limit_h_max              9
_diffrn_reflns_limit_k_min              -20
_diffrn_reflns_limit_k_max              19
_diffrn_reflns_limit_l_min              -20
_diffrn_reflns_limit_l_max              28

_refine_special_details                 
;
;

_reflns_number_total                    6041
_reflns_number_gt                       2978
_reflns_threshold_expression            'I > 2σ(I)'

_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_R_factor_all                 0.1725
_refine_ls_R_factor_gt                  0.0775
_refine_ls_wR_factor_gt                 0.1851
_refine_ls_wR_factor_ref                0.2316
_refine_ls_goodness_of_fit_ref          0.987
_refine_ls_restrained_S_all             0.987
_refine_ls_number_reflns                6041
_refine_ls_number_parameters            336
_refine_ls_number_restraints            4
_refine_ls_number_constraints           ?
_refine_ls_hydrogen_treatment           constr
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            
    'w=1/[σ²(Fo²)+(0.1106P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary            ?
_atom_sites_solution_secondary          ?

_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0.000
_refine_diff_density_max                0.337
_refine_diff_density_min                -0.796
_refine_ls_extinction_method            none
_refine_ls_extinction_coef              ?

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'
    Cl Cl 0.1484 0.1585
     'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection              ?
_computing_cell_refinement              'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction               'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution           ?
_computing_structure_refinement         'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics           ?
_computing_publication_material         ?

loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags_adp
    _atom_site_refinement_flags_occupancy
    _atom_site_refinement_flags_posn
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.32946(19) 0.41640(9) 0.01060(7) 0.0485(4) Uani d . . . 1 . .
    Cl Cl2 0.17044(19) 0.58319(9) -0.01346(7) 0.0475(4) Uani d . . . 1 . .
    O O1 -0.5313(4) -0.35860(18) 0.13660(13) 0.0222(7) Uani d . . . 1 . .
    O O2 1.0186(4) 0.22751(18) 0.09133(13) 0.0208(7) Uani d . . . 1 . .
    N N1 -0.3868(4) -0.2544(2) 0.09352(15) 0.0165(8) Uani d . . . 1 . .
    N N2 0.9019(5) 0.3207(2) 0.15194(16) 0.0207(8) Uani d . . . 1 . .
    C C9 -0.2385(5) -0.1988(2) 0.09368(18) 0.0161(9) Uani d . . . 1 . .
    C C18 0.6189(6) 0.0525(3) 0.09083(17) 0.0176(9) Uani d . . . 1 . .
    H H18 0.6396 -0.0054 0.0819 0.021 Uiso calc U . R 1 . .
    C C16 0.3054(6) 0.0203(3) 0.09311(18) 0.0185(9) Uani d . . . 1 . .
    C C17 0.4493(6) 0.0793(3) 0.09668(17) 0.0169(9) Uani d . . . 1 . .
    C C10 -0.1725(5) -0.1562(2) 0.14670(18) 0.0166(9) Uani d . . . 1 . .
    H H10 -0.2236 -0.165 0.1833 0.02 Uiso calc U . R 1 . .
    C C12 0.0425(6) -0.0874(2) 0.09217(19) 0.0185(9) Uani d . . . 1 . .
    C C26 0.6823(6) 0.4244(3) 0.1752(2) 0.0199(10) Uani d . . . 1 . .
    H H26 0.7045 0.4555 0.1401 0.024 Uiso calc U . R 1 . .
    C C13 -0.0254(6) -0.1308(3) 0.0389(2) 0.0218(10) Uani d . . . 1 . .
    H H13 0.0243 -0.1219 0.0021 0.026 Uiso calc U . R 1 . .
    C C20 0.7307(5) 0.1952(2) 0.11104(17) 0.0148(9) Uani d . . . 1 . .
    C C21 0.5591(5) 0.2218(3) 0.11484(18) 0.0173(9) Uani d . . . 1 . .
    H H21 0.537 0.28 0.122 0.021 Uiso calc U . R 1 . .
    C C3 -0.0718(6) -0.3634(2) 0.14623(19) 0.0182(9) Uani d . . . 1 . .
    H H3 -0.0661 -0.3534 0.1041 0.022 Uiso calc U . R 1 . .
    C C11 -0.0323(5) -0.1009(3) 0.14593(19) 0.0168(9) Uani d . . . 1 . .
    H H11 0.0131 -0.072 0.1822 0.02 Uiso calc U . R 1 . .
    C C2 0.0730(6) -0.3943(3) 0.18248(19) 0.0189(10) Uani d . . . 1 . .
    H H2 0.1784 -0.4058 0.1653 0.023 Uiso calc U . R 1 . .
    C C5 -0.2347(6) -0.3605(2) 0.23289(19) 0.0183(9) Uani d . . . 1 . .
    H H5 -0.34 -0.349 0.2502 0.022 Uiso calc U . R 1 . .
    C C4 -0.2276(5) -0.3466(2) 0.17147(18) 0.0153(9) Uani d . . . 1 . .
    C C19 0.7586(5) 0.1088(2) 0.09784(17) 0.0151(9) Uani d . . . 1 . .
    H H19 0.874 0.0894 0.0938 0.018 Uiso calc U . R 1 . .
    C C25 0.7729(5) 0.3491(3) 0.18997(18) 0.0169(9) Uani d . . . 1 . .
    C C15 0.1860(6) -0.0291(3) 0.09145(19) 0.0184(9) Uani d . . . 1 . .
    C C22 0.4194(5) 0.1652(3) 0.10835(18) 0.0180(9) Uani d . . . 1 . .
    H H22 0.3036 0.1846 0.1118 0.022 Uiso calc U . R 1 . .
    C C1 0.0652(6) -0.4086(2) 0.24444(19) 0.0197(10) Uani d . . . 1 . .
    H H1 0.165 -0.4301 0.2694 0.024 Uiso calc U . R 1 . .
    C C30 0.7443(6) 0.3044(3) 0.24144(19) 0.0205(10) Uani d . . . 1 . .
    H H30 0.8078 0.2537 0.2519 0.025 Uiso calc U . R 1 . .
    C C14 -0.1636(6) -0.1862(3) 0.04003(19) 0.0195(10) Uani d . . . 1 . .
    H H14 -0.2081 -0.2159 0.004 0.023 Uiso calc U . R 1 . .
    C C6 -0.0881(6) -0.3913(3) 0.2695(2) 0.0220(10) Uani d . . . 1 . .
    H H6 -0.0931 -0.4006 0.3117 0.026 Uiso calc U . R 1 . .
    C C27 0.5613(6) 0.4540(3) 0.2113(2) 0.0273(11) Uani d . . . 1 . .
    H H27 0.4987 0.505 0.2009 0.033 Uiso calc U . R 1 . .
    C C29 0.6225(6) 0.3339(3) 0.2777(2) 0.0282(11) Uani d . . . 1 . .
    H H29 0.6009 0.3029 0.3129 0.034 Uiso calc U . R 1 . .
    C C28 0.5312(6) 0.4089(3) 0.2630(2) 0.0287(11) Uani d . . . 1 . .
    H H28 0.4484 0.4291 0.2883 0.034 Uiso calc U . R 1 . .
    C C31 0.2612(7) 0.5112(3) 0.0424(2) 0.0344(12) Uani d . . . 1 . .
    H H31A 0.1725 0.4981 0.0702 0.041 Uiso calc U . R 1 . .
    H H31B 0.3632 0.538 0.0669 0.041 Uiso calc U . R 1 . .
    C C7 -0.3939(6) -0.3207(3) 0.13289(19) 0.0176(9) Uani d . . . 1 . .
    C C24 0.8921(6) 0.2486(3) 0.11739(19) 0.0179(9) Uani d . . . 1 . .
    C C23 1.0708(6) 0.3664(3) 0.1586(2) 0.0324(12) Uani d . . . 1 . .
    H H23A 1.1538 0.3379 0.1892 0.049 Uiso calc U . R 1 . .
    H H23B 1.0524 0.4248 0.1716 0.049 Uiso calc U . R 1 . .
    H H23C 1.1187 0.3669 0.1193 0.049 Uiso calc U . R 1 . .
    C C8 -0.5482(6) -0.2320(3) 0.0524(2) 0.0199(10) Uani d . . . 1 . .
    H H8A -0.5911 -0.282 0.0289 0.03 Uiso calc U . R 1 . .
    H H8B -0.5209 -0.1869 0.0245 0.03 Uiso calc U . R 1 . .
    H H8C -0.6389 -0.2121 0.0768 0.03 Uiso calc U . R 1 . .


_geom_special_details                   
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
    Cl1 C31 . 1.758(5) ?
    Cl2 C31 . 1.756(5) ?
    O1 C7 . 1.221(5) ?
    O2 C24 . 1.230(5) ?
    N1 C7 . 1.364(5) ?
    N1 C9 . 1.434(5) ?
    N1 C8 . 1.485(5) ?
    N2 C24 . 1.366(5) ?
    N2 C25 . 1.442(5) ?
    N2 C23 . 1.472(5) ?
    C9 C10 . 1.391(5) ?
    C9 C14 . 1.391(6) ?
    C18 C19 . 1.385(6) ?
    C18 C17 . 1.386(6) ?
    C18 H18 . 0.95 ?
    C16 C15 . 1.198(6) ?
    C16 C17 . 1.437(6) ?
    C17 C22 . 1.403(6) ?
    C10 C11 . 1.385(6) ?
    C10 H10 . 0.95 ?
    C12 C11 . 1.395(6) ?
    C12 C13 . 1.405(6) ?
    C12 C15 . 1.434(6) ?
    C26 C27 . 1.374(6) ?
    C26 C25 . 1.395(6) ?
    C26 H26 . 0.95 ?
    C13 C14 . 1.374(6) ?
    C13 H13 . 0.95 ?
    C20 C21 . 1.391(6) ?
    C20 C19 . 1.414(5) ?
    C20 C24 . 1.489(6) ?
    C21 C22 . 1.387(6) ?
    C21 H21 . 0.95 ?
    C3 C2 . 1.376(6) ?
    C3 C4 . 1.401(6) ?
    C3 H3 . 0.95 ?
    C11 H11 . 0.95 ?
    C2 C1 . 1.395(6) ?
    C2 H2 . 0.95 ?
    C5 C4 . 1.381(6) ?
    C5 C6 . 1.390(6) ?
    C5 H5 . 0.95 ?
    C4 C7 . 1.501(6) ?
    C19 H19 . 0.95 ?
    C25 C30 . 1.377(6) ?
    C22 H22 . 0.95 ?
    C1 C6 . 1.383(6) ?
    C1 H1 . 0.95 ?
    C30 C29 . 1.380(6) ?
    C30 H30 . 0.95 ?
    C14 H14 . 0.95 ?
    C6 H6 . 0.95 ?
    C27 C28 . 1.388(7) ?
    C27 H27 . 0.95 ?
    C29 C28 . 1.391(7) ?
    C29 H29 . 0.95 ?
    C28 H28 . 0.95 ?
    C31 H31A . 0.99 ?
    C31 H31B . 0.99 ?
    C23 H23A . 0.98 ?
    C23 H23B . 0.98 ?
    C23 H23C . 0.98 ?
    C8 H8A . 0.98 ?
    C8 H8B . 0.98 ?
    C8 H8C . 0.98 ?

loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C7 N1 C9 . . 124.0(3) ?
    C7 N1 C8 . . 118.5(3) ?
    C9 N1 C8 . . 117.1(3) ?
    C24 N2 C25 . . 126.0(3) ?
    C24 N2 C23 . . 116.8(4) ?
    C25 N2 C23 . . 116.5(3) ?
    C10 C9 C14 . . 120.1(4) ?
    C10 C9 N1 . . 120.3(4) ?
    C14 C9 N1 . . 119.5(4) ?
    C19 C18 C17 . . 120.9(4) ?
    C19 C18 H18 . . 119.6 ?
    C17 C18 H18 . . 119.6 ?
    C15 C16 C17 . . 178.6(4) ?
    C18 C17 C22 . . 119.1(4) ?
    C18 C17 C16 . . 121.2(4) ?
    C22 C17 C16 . . 119.6(4) ?
    C11 C10 C9 . . 119.9(4) ?
    C11 C10 H10 . . 120.1 ?
    C9 C10 H10 . . 120.1 ?
    C11 C12 C13 . . 119.2(4) ?
    C11 C12 C15 . . 120.1(4) ?
    C13 C12 C15 . . 120.7(4) ?
    C27 C26 C25 . . 120.3(4) ?
    C27 C26 H26 . . 119.8 ?
    C25 C26 H26 . . 119.8 ?
    C14 C13 C12 . . 120.2(4) ?
    C14 C13 H13 . . 119.9 ?
    C12 C13 H13 . . 119.9 ?
    C21 C20 C19 . . 118.0(4) ?
    C21 C20 C24 . . 127.1(4) ?
    C19 C20 C24 . . 114.8(4) ?
    C22 C21 C20 . . 121.4(4) ?
    C22 C21 H21 . . 119.3 ?
    C20 C21 H21 . . 119.3 ?
    C2 C3 C4 . . 120.0(4) ?
    C2 C3 H3 . . 120.0 ?
    C4 C3 H3 . . 120.0 ?
    C10 C11 C12 . . 120.3(4) ?
    C10 C11 H11 . . 119.8 ?
    C12 C11 H11 . . 119.8 ?
    C3 C2 C1 . . 120.1(4) ?
    C3 C2 H2 . . 120.0 ?
    C1 C2 H2 . . 120.0 ?
    C4 C5 C6 . . 120.1(4) ?
    C4 C5 H5 . . 119.9 ?
    C6 C5 H5 . . 119.9 ?
    C5 C4 C3 . . 119.7(4) ?
    C5 C4 C7 . . 118.0(4) ?
    C3 C4 C7 . . 122.0(4) ?
    C18 C19 C20 . . 120.5(4) ?
    C18 C19 H19 . . 119.7 ?
    C20 C19 H19 . . 119.7 ?
    C30 C25 C26 . . 120.3(4) ?
    C30 C25 N2 . . 120.7(4) ?
    C26 C25 N2 . . 118.9(4) ?
    C16 C15 C12 . . 177.5(5) ?
    C21 C22 C17 . . 120.0(4) ?
    C21 C22 H22 . . 120.0 ?
    C17 C22 H22 . . 120.0 ?
    C6 C1 C2 . . 119.9(4) ?
    C6 C1 H1 . . 120.1 ?
    C2 C1 H1 . . 120.1 ?
    C25 C30 C29 . . 119.4(4) ?
    C25 C30 H30 . . 120.3 ?
    C29 C30 H30 . . 120.3 ?
    C13 C14 C9 . . 120.2(4) ?
    C13 C14 H14 . . 119.9 ?
    C9 C14 H14 . . 119.9 ?
    C1 C6 C5 . . 120.1(4) ?
    C1 C6 H6 . . 119.9 ?
    C5 C6 H6 . . 119.9 ?
    C26 C27 C28 . . 119.5(4) ?
    C26 C27 H27 . . 120.2 ?
    C28 C27 H27 . . 120.2 ?
    C30 C29 C28 . . 120.5(4) ?
    C30 C29 H29 . . 119.8 ?
    C28 C29 H29 . . 119.8 ?
    C27 C28 C29 . . 119.9(4) ?
    C27 C28 H28 . . 120.0 ?
    C29 C28 H28 . . 120.0 ?
    Cl2 C31 Cl1 . . 112.4(3) ?
    Cl2 C31 H31A . . 109.1 ?
    Cl1 C31 H31A . . 109.1 ?
    Cl2 C31 H31B . . 109.1 ?
    Cl1 C31 H31B . . 109.1 ?
    H31A C31 H31B . . 107.9 ?
    O1 C7 N1 . . 121.2(4) ?
    O1 C7 C4 . . 120.5(4) ?
    N1 C7 C4 . . 118.3(4) ?
    O2 C24 N2 . . 119.5(4) ?
    O2 C24 C20 . . 119.6(4) ?
    N2 C24 C20 . . 120.8(4) ?
    N2 C23 H23A . . 109.5 ?
    N2 C23 H23B . . 109.5 ?
    H23A C23 H23B . . 109.5 ?
    N2 C23 H23C . . 109.5 ?
    H23A C23 H23C . . 109.5 ?
    H23B C23 H23C . . 109.5 ?
    N1 C8 H8A . . 109.5 ?
    N1 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    N1 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?


