#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/08/2230816.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_2230816
loop_
_publ_author_name
'Selvanayagam, S.'
'Sridhar, B.'
'Saravanan, P.'
'Raghunathan, R.'
_publ_section_title
;
 1''-Benzyl-1'-methyl-4'-(naphthalen-1-yl)naphthalene-2-spiro-3'-pyrrolidine-2'-spiro-3''-indoline-1,2''-dione
;
_journal_coeditor_code           NG5180
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1678
_journal_page_last               o1679
_journal_paper_doi               10.1107/S1600536811021908
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C38 H32 N2 O2'
_chemical_formula_moiety         'C38 H32 N2 O2'
_chemical_formula_sum            'C38 H32 N2 O2'
_chemical_formula_weight         548.66
_chemical_name_systematic
;
1''-Benzyl-1'-methyl-4'-(naphthalen-1-yl)naphthalene-2-spiro-3'-pyrrolidine-
2'-spiro-3''-indoline-1,2''-dione
;
_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                 110.0570(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.6084(6)
_cell_length_b                   14.3751(7)
_cell_length_c                   17.4021(9)
_cell_measurement_reflns_used    19526
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.4
_cell_volume                     2962.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics
;
'ORTEP3 (Farrugia, 1997) and PLATON (Spek, 2009)'
;
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scans'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7081
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.72
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_platon_squeeze_details
;
;
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         7081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0648
_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)+(0.0582P)²+0.6156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1491
_reflns_number_gt                4812
_reflns_number_total             7081
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng5180.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2230816
_cod_database_fobs_code          2230816
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_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
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.66021(11) 0.12013(10) 0.16760(9) 0.0662(4) Uani d . 1 1 . .
O O2 0.93723(11) 0.40608(9) 0.17479(8) 0.0626(4) Uani d . 1 1 . .
N N1 0.90128(12) 0.19586(10) 0.24061(8) 0.0493(4) Uani d . 1 1 . .
N N2 0.73609(12) 0.08330(10) 0.06975(9) 0.0515(4) Uani d . 1 1 . .
C C1 0.82372(13) 0.20914(12) 0.15647(10) 0.0438(4) Uani d . 1 1 . .
C C2 0.77474(14) 0.31053(12) 0.15932(10) 0.0440(4) Uani d . 1 1 . .
C C3 0.79927(15) 0.32572(12) 0.25429(10) 0.0483(4) Uani d . 1 1 . .
H H3 0.8622 0.3698 0.2731 0.058 Uiso calc R 1 1 . .
C C4 0.84428(17) 0.23271(13) 0.29382(11) 0.0579(5) Uani d . 1 1 . .
H H4A 0.8965 0.2410 0.3492 0.069 Uiso calc R 1 1 . .
H H4B 0.7833 0.1922 0.2949 0.069 Uiso calc R 1 1 . .
C C5 0.72848(14) 0.13465(12) 0.13340(11) 0.0478(4) Uani d . 1 1 . .
C C6 0.82563(15) 0.11410(13) 0.04566(10) 0.0500(4) Uani d . 1 1 . .
C C7 0.8606(2) 0.07633(15) -0.01446(12) 0.0656(6) Uani d . 1 1 . .
H H7 0.8223 0.0270 -0.0467 0.079 Uiso calc R 1 1 . .
C C8 0.9545(2) 0.11472(18) -0.02475(14) 0.0774(7) Uani d . 1 1 . .
H H8 0.9791 0.0918 -0.0658 0.093 Uiso calc R 1 1 . .
C C9 1.0130(2) 0.18583(18) 0.02375(15) 0.0766(7) Uani d . 1 1 . .
H H9 1.0775 0.2093 0.0161 0.092 Uiso calc R 1 1 . .
C C10 0.97681(16) 0.22356(15) 0.08476(13) 0.0617(5) Uani d . 1 1 . .
H H10 1.0168 0.2716 0.1179 0.074 Uiso calc R 1 1 . .
C C11 0.88083(14) 0.18802(12) 0.09463(11) 0.0467(4) Uani d . 1 1 . .
C C12 0.64951(14) 0.32215(14) 0.10675(11) 0.0537(5) Uani d . 1 1 . .
H H12A 0.6056 0.2749 0.1221 0.064 Uiso calc R 1 1 . .
H H12B 0.6235 0.3824 0.1180 0.064 Uiso calc R 1 1 . .
C C13 0.62867(17) 0.31449(15) 0.01543(12) 0.0623(5) Uani d . 1 1 . .
H H13A 0.6496 0.2528 0.0031 0.075 Uiso calc R 1 1 . .
H H13B 0.5490 0.3233 -0.0149 0.075 Uiso calc R 1 1 . .
C C14 0.69571(18) 0.38566(14) -0.01072(12) 0.0599(5) Uani d . 1 1 . .
C C15 0.6569(2) 0.42401(19) -0.08921(14) 0.0832(7) Uani d . 1 1 . .
H H15 0.5878 0.4050 -0.1263 0.100 Uiso calc R 1 1 . .
C C16 0.7195(3) 0.4893(2) -0.11224(16) 0.1014(9) Uani d . 1 1 . .
H H16 0.6921 0.5144 -0.1647 0.122 Uiso calc R 1 1 . .
C C17 0.8221(3) 0.51820(19) -0.05876(17) 0.0964(8) Uani d . 1 1 . .
H H17 0.8643 0.5621 -0.0750 0.116 Uiso calc R 1 1 . .
C C18 0.8620(2) 0.48169(15) 0.01912(14) 0.0729(6) Uani d . 1 1 . .
H H18 0.9314 0.5012 0.0555 0.087 Uiso calc R 1 1 . .
C C19 0.79923(17) 0.41576(13) 0.04390(11) 0.0549(5) Uani d . 1 1 . .
C C20 0.84519(15) 0.38003(12) 0.12938(11) 0.0478(4) Uani d . 1 1 . .
C C21 0.70292(15) 0.36805(13) 0.27567(10) 0.0517(4) Uani d . 1 1 . .
C C22 0.69140(15) 0.46686(14) 0.27729(10) 0.0518(4) Uani d . 1 1 . .
C C23 0.77083(18) 0.52959(14) 0.26515(12) 0.0609(5) Uani d . 1 1 . .
H H23 0.8326 0.5062 0.2537 0.073 Uiso calc R 1 1 . .
C C24 0.7590(2) 0.62308(16) 0.26981(15) 0.0765(6) Uani d . 1 1 . .
H H24 0.8134 0.6626 0.2628 0.092 Uiso calc R 1 1 . .
C C25 0.6657(3) 0.66048(18) 0.28506(16) 0.0879(8) Uani d . 1 1 . .
H H25 0.6581 0.7246 0.2879 0.106 Uiso calc R 1 1 . .
C C26 0.5871(2) 0.60358(19) 0.29565(15) 0.0805(7) Uani d . 1 1 . .
H H26 0.5245 0.6292 0.3045 0.097 Uiso calc R 1 1 . .
C C27 0.59733(16) 0.50575(16) 0.29370(11) 0.0614(5) Uani d . 1 1 . .
C C28 0.51909(18) 0.4461(2) 0.30987(13) 0.0741(6) Uani d . 1 1 . .
H H28 0.4570 0.4710 0.3199 0.089 Uiso calc R 1 1 . .
C C29 0.53320(19) 0.3533(2) 0.31101(14) 0.0767(7) Uani d . 1 1 . .
H H29 0.4823 0.3147 0.3237 0.092 Uiso calc R 1 1 . .
C C30 0.62455(18) 0.31407(16) 0.29314(13) 0.0679(6) Uani d . 1 1 . .
H H30 0.6318 0.2497 0.2932 0.082 Uiso calc R 1 1 . .
C C31 0.94324(17) 0.10143(13) 0.26161(12) 0.0614(5) Uani d . 1 1 . .
H H31A 0.8823 0.0617 0.2622 0.092 Uiso calc R 1 1 . .
H H31B 1.0009 0.1013 0.3147 0.092 Uiso calc R 1 1 . .
H H31C 0.9741 0.0791 0.2218 0.092 Uiso calc R 1 1 . .
C C32 0.65854(17) 0.00833(14) 0.03219(13) 0.0641(5) Uani d . 1 1 . .
H H32A 0.6339 0.0158 -0.0267 0.077 Uiso calc R 1 1 . .
H H32B 0.5924 0.0144 0.0483 0.077 Uiso calc R 1 1 . .
C C33 0.70527(15) -0.08882(13) 0.05326(11) 0.0532(4) Uani d . 1 1 . .
C C34 0.64882(19) -0.16142(15) 0.00444(14) 0.0710(6) Uani d . 1 1 . .
H H34 0.5845 -0.1495 -0.0406 0.085 Uiso calc R 1 1 . .
C C35 0.6867(2) -0.25106(17) 0.02169(16) 0.0816(7) Uani d . 1 1 . .
H H35 0.6479 -0.2993 -0.0118 0.098 Uiso calc R 1 1 . .
C C36 0.7813(2) -0.27023(16) 0.08771(16) 0.0784(7) Uani d . 1 1 . .
H H36 0.8065 -0.3312 0.0991 0.094 Uiso calc R 1 1 . .
C C37 0.83818(19) -0.19893(16) 0.13677(14) 0.0720(6) Uani d . 1 1 . .
H H37 0.9024 -0.2113 0.1817 0.086 Uiso calc R 1 1 . .
C C38 0.80016(17) -0.10885(14) 0.11940(13) 0.0629(5) Uani d . 1 1 . .
H H38 0.8393 -0.0607 0.1530 0.076 Uiso calc R 1 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 N1 C31 . . 113.34(15) ?
C4 N1 C1 . . 106.40(13) ?
C31 N1 C1 . . 115.58(14) ?
C5 N2 C6 . . 111.11(14) ?
C5 N2 C32 . . 122.98(16) ?
C6 N2 C32 . . 125.90(16) ?
N1 C1 C11 . . 111.45(13) ?
N1 C1 C5 . . 111.05(13) ?
C11 C1 C5 . . 101.04(13) ?
N1 C1 C2 . . 102.78(13) ?
C11 C1 C2 . . 119.30(14) ?
C5 C1 C2 . . 111.43(13) ?
C12 C2 C20 . . 108.76(14) ?
C12 C2 C3 . . 113.42(14) ?
C20 C2 C3 . . 109.47(13) ?
C12 C2 C1 . . 114.28(14) ?
C20 C2 C1 . . 107.98(13) ?
C3 C2 C1 . . 102.66(13) ?
C21 C3 C4 . . 116.62(15) ?
C21 C3 C2 . . 115.11(14) ?
C4 C3 C2 . . 105.01(14) ?
C21 C3 H3 . . 106.5 ?
C4 C3 H3 . . 106.5 ?
C2 C3 H3 . . 106.5 ?
N1 C4 C3 . . 102.79(14) ?
N1 C4 H4A . . 111.2 ?
C3 C4 H4A . . 111.2 ?
N1 C4 H4B . . 111.2 ?
C3 C4 H4B . . 111.2 ?
H4A C4 H4B . . 109.1 ?
O1 C5 N2 . . 124.20(16) ?
O1 C5 C1 . . 127.08(16) ?
N2 C5 C1 . . 108.64(15) ?
C7 C6 C11 . . 122.88(18) ?
C7 C6 N2 . . 127.01(18) ?
C11 C6 N2 . . 110.04(15) ?
C8 C7 C6 . . 117.1(2) ?
C8 C7 H7 . . 121.4 ?
C6 C7 H7 . . 121.4 ?
C7 C8 C9 . . 121.8(2) ?
C7 C8 H8 . . 119.1 ?
C9 C8 H8 . . 119.1 ?
C8 C9 C10 . . 120.6(2) ?
C8 C9 H9 . . 119.7 ?
C10 C9 H9 . . 119.7 ?
C11 C10 C9 . . 118.7(2) ?
C11 C10 H10 . . 120.7 ?
C9 C10 H10 . . 120.7 ?
C10 C11 C6 . . 118.91(17) ?
C10 C11 C1 . . 131.72(17) ?
C6 C11 C1 . . 109.17(15) ?
C13 C12 C2 . . 112.77(15) ?
C13 C12 H12A . . 109.0 ?
C2 C12 H12A . . 109.0 ?
C13 C12 H12B . . 109.0 ?
C2 C12 H12B . . 109.0 ?
H12A C12 H12B . . 107.8 ?
C14 C13 C12 . . 110.80(16) ?
C14 C13 H13A . . 109.5 ?
C12 C13 H13A . . 109.5 ?
C14 C13 H13B . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 108.1 ?
C19 C14 C15 . . 118.5(2) ?
C19 C14 C13 . . 120.00(17) ?
C15 C14 C13 . . 121.5(2) ?
C16 C15 C14 . . 120.8(2) ?
C16 C15 H15 . . 119.6 ?
C14 C15 H15 . . 119.6 ?
C15 C16 C17 . . 120.8(2) ?
C15 C16 H16 . . 119.6 ?
C17 C16 H16 . . 119.6 ?
C16 C17 C18 . . 119.5(3) ?
C16 C17 H17 . . 120.2 ?
C18 C17 H17 . . 120.2 ?
C17 C18 C19 . . 120.6(2) ?
C17 C18 H18 . . 119.7 ?
C19 C18 H18 . . 119.7 ?
C18 C19 C14 . . 119.87(19) ?
C18 C19 C20 . . 118.38(18) ?
C14 C19 C20 . . 121.75(17) ?
O2 C20 C19 . . 119.97(17) ?
O2 C20 C2 . . 120.77(16) ?
C19 C20 C2 . . 119.26(15) ?
C30 C21 C22 . . 118.20(18) ?
C30 C21 C3 . . 121.82(18) ?
C22 C21 C3 . . 119.98(16) ?
C23 C22 C27 . . 117.36(18) ?
C23 C22 C21 . . 123.22(17) ?
C27 C22 C21 . . 119.40(18) ?
C24 C23 C22 . . 121.6(2) ?
C24 C23 H23 . . 119.2 ?
C22 C23 H23 . . 119.2 ?
C23 C24 C25 . . 120.6(2) ?
C23 C24 H24 . . 119.7 ?
C25 C24 H24 . . 119.7 ?
C26 C25 C24 . . 120.0(2) ?
C26 C25 H25 . . 120.0 ?
C24 C25 H25 . . 120.0 ?
C25 C26 C27 . . 121.5(2) ?
C25 C26 H26 . . 119.2 ?
C27 C26 H26 . . 119.2 ?
C28 C27 C26 . . 121.7(2) ?
C28 C27 C22 . . 119.3(2) ?
C26 C27 C22 . . 119.0(2) ?
C29 C28 C27 . . 120.6(2) ?
C29 C28 H28 . . 119.7 ?
C27 C28 H28 . . 119.7 ?
C28 C29 C30 . . 120.5(2) ?
C28 C29 H29 . . 119.8 ?
C30 C29 H29 . . 119.8 ?
C21 C30 C29 . . 121.9(2) ?
C21 C30 H30 . . 119.0 ?
C29 C30 H30 . . 119.0 ?
N1 C31 H31A . . 109.5 ?
N1 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
N1 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
N2 C32 C33 . . 115.50(15) ?
N2 C32 H32A . . 108.4 ?
C33 C32 H32A . . 108.4 ?
N2 C32 H32B . . 108.4 ?
C33 C32 H32B . . 108.4 ?
H32A C32 H32B . . 107.5 ?
C38 C33 C34 . . 118.27(19) ?
C38 C33 C32 . . 123.44(17) ?
C34 C33 C32 . . 118.29(17) ?
C35 C34 C33 . . 120.6(2) ?
C35 C34 H34 . . 119.7 ?
C33 C34 H34 . . 119.7 ?
C36 C35 C34 . . 120.7(2) ?
C36 C35 H35 . . 119.7 ?
C34 C35 H35 . . 119.7 ?
C37 C36 C35 . . 119.4(2) ?
C37 C36 H36 . . 120.3 ?
C35 C36 H36 . . 120.3 ?
C36 C37 C38 . . 119.9(2) ?
C36 C37 H37 . . 120.1 ?
C38 C37 H37 . . 120.1 ?
C33 C38 C37 . . 121.15(19) ?
C33 C38 H38 . . 119.4 ?
C37 C38 H38 . . 119.4 ?
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
O1 C5 . 1.221(2) ?
O2 C20 . 1.218(2) ?
N1 C4 . 1.453(2) ?
N1 C31 . 1.457(2) ?
N1 C1 . 1.468(2) ?
N2 C5 . 1.362(2) ?
N2 C6 . 1.404(2) ?
N2 C32 . 1.451(2) ?
C1 C11 . 1.517(2) ?
C1 C5 . 1.555(2) ?
C1 C2 . 1.590(2) ?
C2 C12 . 1.539(2) ?
C2 C20 . 1.541(2) ?
C2 C3 . 1.589(2) ?
C3 C21 . 1.515(2) ?
C3 C4 . 1.522(3) ?
C3 H3 . 0.9800 ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C6 C7 . 1.379(3) ?
C6 C11 . 1.390(3) ?
C7 C8 . 1.372(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.369(3) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.401(3) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.378(2) ?
C10 H10 . 0.9300 ?
C12 C13 . 1.523(3) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.494(3) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C19 . 1.394(3) ?
C14 C15 . 1.397(3) ?
C15 C16 . 1.372(4) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.373(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.378(3) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.394(3) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.490(3) ?
C21 C30 . 1.370(3) ?
C21 C22 . 1.429(3) ?
C22 C23 . 1.416(3) ?
C22 C27 . 1.426(3) ?
C23 C24 . 1.358(3) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.398(3) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.346(4) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.414(3) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.407(3) ?
C28 C29 . 1.345(3) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.409(3) ?
C29 H29 . 0.9300 ?
C30 H30 . 0.9300 ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
C32 C33 . 1.511(3) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C33 C38 . 1.376(3) ?
C33 C34 . 1.379(3) ?
C34 C35 . 1.371(3) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.370(3) ?
C35 H35 . 0.9300 ?
C36 C37 . 1.369(3) ?
C36 H36 . 0.9300 ?
C37 C38 . 1.378(3) ?
C37 H37 . 0.9300 ?
C38 H38 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C26 H26 O1 2_655 0.93 2.54 3.399(3) 154
C3 H3 O2 . 0.98 2.28 2.815(2) 113
C4 H4B O1 . 0.97 2.46 3.055(2) 120
C10 H10 O2 . 0.93 2.53 3.182(3) 127
C12 H12A O1 . 0.97 2.38 3.078(2) 128
C13 H13A Cg . 0.97 2.56 3.238(2) 127
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 N1 C1 C11 . . . . 170.62(14) ?
C31 N1 C1 C11 . . . . -62.61(19) ?
C4 N1 C1 C5 . . . . -77.56(16) ?
C31 N1 C1 C5 . . . . 49.21(19) ?
C4 N1 C1 C2 . . . . 41.70(16) ?
C31 N1 C1 C2 . . . . 168.47(14) ?
N1 C1 C2 C12 . . . . -143.34(14) ?
C11 C1 C2 C12 . . . . 92.80(18) ?
C5 C1 C2 C12 . . . . -24.3(2) ?
N1 C1 C2 C20 . . . . 95.51(15) ?
C11 C1 C2 C20 . . . . -28.35(19) ?
C5 C1 C2 C20 . . . . -145.49(14) ?
N1 C1 C2 C3 . . . . -20.09(15) ?
C11 C1 C2 C3 . . . . -143.95(14) ?
C5 C1 C2 C3 . . . . 98.91(15) ?
C12 C2 C3 C21 . . . . -12.2(2) ?
C20 C2 C3 C21 . . . . 109.49(17) ?
C1 C2 C3 C21 . . . . -136.00(15) ?
C12 C2 C3 C4 . . . . 117.47(16) ?
C20 C2 C3 C4 . . . . -120.87(15) ?
C1 C2 C3 C4 . . . . -6.35(17) ?
C31 N1 C4 C3 . . . . -174.48(14) ?
C1 N1 C4 C3 . . . . -46.38(17) ?
C21 C3 C4 N1 . . . . 159.66(15) ?
C2 C3 C4 N1 . . . . 30.92(17) ?
C6 N2 C5 O1 . . . . -177.45(17) ?
C32 N2 C5 O1 . . . . 3.8(3) ?
C6 N2 C5 C1 . . . . -0.32(19) ?
C32 N2 C5 C1 . . . . -179.08(15) ?
N1 C1 C5 O1 . . . . 58.9(2) ?
C11 C1 C5 O1 . . . . 177.17(17) ?
C2 C1 C5 O1 . . . . -55.1(2) ?
N1 C1 C5 N2 . . . . -118.17(15) ?
C11 C1 C5 N2 . . . . 0.15(17) ?
C2 C1 C5 N2 . . . . 127.90(15) ?
C5 N2 C6 C7 . . . . 177.43(18) ?
C32 N2 C6 C7 . . . . -3.9(3) ?
C5 N2 C6 C11 . . . . 0.4(2) ?
C32 N2 C6 C11 . . . . 179.10(16) ?
C11 C6 C7 C8 . . . . 0.2(3) ?
N2 C6 C7 C8 . . . . -176.48(18) ?
C6 C7 C8 C9 . . . . 1.6(3) ?
C7 C8 C9 C10 . . . . -1.6(3) ?
C8 C9 C10 C11 . . . . -0.4(3) ?
C9 C10 C11 C6 . . . . 2.1(3) ?
C9 C10 C11 C1 . . . . 176.24(18) ?
C7 C6 C11 C10 . . . . -2.1(3) ?
N2 C6 C11 C10 . . . . 175.08(16) ?
C7 C6 C11 C1 . . . . -177.46(16) ?
N2 C6 C11 C1 . . . . -0.28(19) ?
N1 C1 C11 C10 . . . . -56.4(2) ?
C5 C1 C11 C10 . . . . -174.47(19) ?
C2 C1 C11 C10 . . . . 63.1(3) ?
N1 C1 C11 C6 . . . . 118.11(15) ?
C5 C1 C11 C6 . . . . 0.08(17) ?
C2 C1 C11 C6 . . . . -122.36(16) ?
C20 C2 C12 C13 . . . . 53.7(2) ?
C3 C2 C12 C13 . . . . 175.74(15) ?
C1 C2 C12 C13 . . . . -67.0(2) ?
C2 C12 C13 C14 . . . . -58.2(2) ?
C12 C13 C14 C19 . . . . 30.5(2) ?
C12 C13 C14 C15 . . . . -149.0(2) ?
C19 C14 C15 C16 . . . . 0.4(3) ?
C13 C14 C15 C16 . . . . 180.0(2) ?
C14 C15 C16 C17 . . . . 0.3(4) ?
C15 C16 C17 C18 . . . . -0.6(4) ?
C16 C17 C18 C19 . . . . 0.1(4) ?
C17 C18 C19 C14 . . . . 0.7(3) ?
C17 C18 C19 C20 . . . . -178.7(2) ?
C15 C14 C19 C18 . . . . -0.9(3) ?
C13 C14 C19 C18 . . . . 179.53(19) ?
C15 C14 C19 C20 . . . . 178.45(18) ?
C13 C14 C19 C20 . . . . -1.1(3) ?
C18 C19 C20 O2 . . . . -2.5(3) ?
C14 C19 C20 O2 . . . . 178.12(18) ?
C18 C19 C20 C2 . . . . 177.21(17) ?
C14 C19 C20 C2 . . . . -2.2(3) ?
C12 C2 C20 O2 . . . . 156.02(17) ?
C3 C2 C20 O2 . . . . 31.6(2) ?
C1 C2 C20 O2 . . . . -79.4(2) ?
C12 C2 C20 C19 . . . . -23.7(2) ?
C3 C2 C20 C19 . . . . -148.10(15) ?
C1 C2 C20 C19 . . . . 100.85(17) ?
C4 C3 C21 C30 . . . . -31.4(2) ?
C2 C3 C21 C30 . . . . 92.3(2) ?
C4 C3 C21 C22 . . . . 149.21(17) ?
C2 C3 C21 C22 . . . . -87.09(19) ?
C30 C21 C22 C23 . . . . 176.09(18) ?
C3 C21 C22 C23 . . . . -4.5(3) ?
C30 C21 C22 C27 . . . . -2.4(3) ?
C3 C21 C22 C27 . . . . 177.04(15) ?
C27 C22 C23 C24 . . . . 0.7(3) ?
C21 C22 C23 C24 . . . . -177.78(19) ?
C22 C23 C24 C25 . . . . -1.5(3) ?
C23 C24 C25 C26 . . . . 0.3(4) ?
C24 C25 C26 C27 . . . . 1.5(4) ?
C25 C26 C27 C28 . . . . 175.9(2) ?
C25 C26 C27 C22 . . . . -2.2(3) ?
C23 C22 C27 C28 . . . . -177.11(17) ?
C21 C22 C27 C28 . . . . 1.5(3) ?
C23 C22 C27 C26 . . . . 1.0(3) ?
C21 C22 C27 C26 . . . . 179.63(18) ?
C26 C27 C28 C29 . . . . -177.2(2) ?
C22 C27 C28 C29 . . . . 0.9(3) ?
C27 C28 C29 C30 . . . . -2.3(3) ?
C22 C21 C30 C29 . . . . 1.1(3) ?
C3 C21 C30 C29 . . . . -178.35(18) ?
C28 C29 C30 C21 . . . . 1.3(3) ?
C5 N2 C32 C33 . . . . -105.3(2) ?
C6 N2 C32 C33 . . . . 76.1(2) ?
N2 C32 C33 C38 . . . . 17.9(3) ?
N2 C32 C33 C34 . . . . -163.17(19) ?
C38 C33 C34 C35 . . . . 0.0(3) ?
C32 C33 C34 C35 . . . . -179.0(2) ?
C33 C34 C35 C36 . . . . 0.0(4) ?
C34 C35 C36 C37 . . . . 0.0(4) ?
C35 C36 C37 C38 . . . . 0.0(4) ?
C34 C33 C38 C37 . . . . -0.1(3) ?
C32 C33 C38 C37 . . . . 178.8(2) ?
C36 C37 C38 C33 . . . . 0.1(3) ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.204 0.139 0.710 9 0 ' '
2 0.204 0.361 0.210 9 0 ' '
3 0.500 0.000 0.500 41 1 ' '
4 0.500 0.500 1.000 41 1 ' '
5 0.796 0.639 0.790 9 0 ' '
6 0.796 0.861 0.290 9 0 ' '
