#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/76/2227685.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_2227685
loop_
_publ_author_name
'Saravanan, B.'
'Rajesh, R.'
'Raghunathan, R.'
'Chakkaravarthi, G.'
'Manivannan, V.'
_publ_section_title
;
 1'-(4-Bromophenyl)-4'-{4-[(2-oxo-1,2,3,4-tetrahydronaphthalen-2-ylidene)methyl]phenyl}-3'',4''-dihydroacenaphthylene-1-spiro-2'-pyrrolidine-3'-spiro-2''-naphthalene-2,1''(1H,2''H)-dione
;
_journal_coeditor_code           IS2611
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2801
_journal_paper_doi               10.1107/S1600536810040171
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C47 H34 Br N O3'
_chemical_formula_moiety         'C47 H34 Br N O3'
_chemical_formula_sum            'C47 H34 Br N O3'
_chemical_formula_weight         740.38
_chemical_name_systematic
;
1'-(4-Bromophenyl)-4'-{4-[(2-oxo-1,2,3,4-tetrahydronaphthalen-2-
ylidene)methyl]phenyl}-3'',4''-dihydroacenaphthylene-1-spiro-2'-pyrrolidine-
3'-spiro-2''-naphthalene-2,1''(1H,2''H)-dione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.1430(10)
_cell_angle_beta                 92.744(2)
_cell_angle_gamma                100.9440(10)
_cell_formula_units_Z            2
_cell_length_a                   8.4178(2)
_cell_length_b                   13.2352(3)
_cell_length_c                   15.9610(3)
_cell_measurement_reflns_used    8389
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.32
_cell_measurement_theta_min      2.2
_cell_volume                     1723.17(7)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa APEXII'
_diffrn_measurement_method       'ω and φ scan'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30711
_diffrn_reflns_theta_full        25.53
_diffrn_reflns_theta_max         25.53
_diffrn_reflns_theta_min         2.19
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.239
_exptl_absorpt_correction_T_max  0.7786
_exptl_absorpt_correction_T_min  0.7187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.530
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6410
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0374
_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)+(0.0431P)²+0.5268P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0975
_reflns_number_gt                4539
_reflns_number_total             6410
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            is2611.cif
_cod_data_source_block           I
_cod_database_code               2227685
_cod_database_fobs_code          2227685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_disorder_assembly
_atom_site_disorder_group
Br Br1 0.15843(4) 0.56227(3) 0.415272(18) 0.09413(16) Uani d . 1 . .
O O1 1.4073(2) -0.15001(17) 0.50404(12) 0.0809(6) Uani d . 1 . .
O O2 1.06900(18) 0.31498(12) 0.14876(10) 0.0482(4) Uani d . 1 . .
O O3 0.43369(19) 0.21371(13) 0.13308(10) 0.0546(4) Uani d . 1 . .
N N1 0.6591(2) 0.32198(14) 0.27716(10) 0.0445(5) Uani d . 1 . .
C C1 1.3657(3) -0.08403(18) 0.37579(14) 0.0497(6) Uani d . 1 . .
C C2 1.4467(3) -0.14275(19) 0.43260(15) 0.0538(6) Uani d . 1 . .
C C3 1.5830(3) -0.18953(17) 0.39993(14) 0.0485(6) Uani d . 1 . .
C C4 1.6890(3) -0.2189(2) 0.45546(16) 0.0606(7) Uani d . 1 . .
H H4 1.6733 -0.2103 0.5131 0.073 Uiso calc R 1 . .
C C5 1.8182(4) -0.2610(2) 0.42732(19) 0.0724(8) Uani d . 1 . .
H H5 1.8905 -0.2793 0.4656 0.087 Uiso calc R 1 . .
C C6 1.8381(4) -0.2753(2) 0.3422(2) 0.0805(9) Uani d . 1 . .
H H6 1.9238 -0.3047 0.3224 0.097 Uiso calc R 1 . .
C C7 1.7332(4) -0.2469(2) 0.28582(18) 0.0775(9) Uani d . 1 . .
H H7 1.7483 -0.2577 0.2281 0.093 Uiso calc R 1 . .
C C8 1.6049(3) -0.2023(2) 0.31344(16) 0.0605(7) Uani d . 1 . .
C C9 1.4889(4) -0.1689(3) 0.25318(17) 0.0819(9) Uani d . 1 . .
H H9A 1.5410 -0.1566 0.2016 0.098 Uiso calc R 1 . .
H H9B 1.3942 -0.2243 0.2381 0.098 Uiso calc R 1 . .
C C10 1.4366(4) -0.0714(2) 0.29222(16) 0.0660(7) Uani d . 1 . .
H H10A 1.3564 -0.0547 0.2536 0.079 Uiso calc R 1 . .
H H10B 1.5294 -0.0140 0.3009 0.079 Uiso calc R 1 . .
C C11 1.2418(3) -0.04406(19) 0.40358(15) 0.0526(6) Uani d . 1 . .
H H11 1.2052 -0.0639 0.4540 0.063 Uiso calc R 1 . .
C C12 1.1534(3) 0.02685(17) 0.36698(14) 0.0453(5) Uani d . 1 . .
C C13 1.2262(3) 0.10465(17) 0.32291(14) 0.0470(6) Uani d . 1 . .
H H13 1.3342 0.1091 0.3111 0.056 Uiso calc R 1 . .
C C14 1.1411(3) 0.17533(17) 0.29635(14) 0.0436(5) Uani d . 1 . .
H H14 1.1933 0.2269 0.2675 0.052 Uiso calc R 1 . .
C C15 0.9800(3) 0.17107(16) 0.31169(12) 0.0387(5) Uani d . 1 . .
C C16 0.9073(3) 0.09371(19) 0.35579(15) 0.0516(6) Uani d . 1 . .
H H16 0.7991 0.0890 0.3673 0.062 Uiso calc R 1 . .
C C17 0.9932(3) 0.02350(19) 0.38283(15) 0.0527(6) Uani d . 1 . .
H H17 0.9415 -0.0273 0.4125 0.063 Uiso calc R 1 . .
C C18 0.8906(3) 0.25063(17) 0.28252(12) 0.0383(5) Uani d . 1 . .
H H18 0.9696 0.3164 0.2878 0.046 Uiso calc R 1 . .
C C19 0.8163(2) 0.22580(15) 0.18853(12) 0.0334(4) Uani d . 1 . .
C C20 0.7048(2) 0.31159(16) 0.19066(12) 0.0355(5) Uani d . 1 . .
C C21 0.7503(3) 0.27266(18) 0.33271(13) 0.0455(5) Uani d . 1 . .
H H21A 0.6849 0.2087 0.3453 0.055 Uiso calc R 1 . .
H H21B 0.7885 0.3188 0.3855 0.055 Uiso calc R 1 . .
C C22 0.7200(3) 0.11361(16) 0.16731(13) 0.0419(5) Uani d . 1 . .
H H22A 0.7831 0.0684 0.1905 0.050 Uiso calc R 1 . .
H H22B 0.6208 0.1091 0.1962 0.050 Uiso calc R 1 . .
C C23 0.6752(3) 0.07172(18) 0.07383(14) 0.0490(6) Uani d . 1 . .
H H23A 0.6373 -0.0031 0.0673 0.059 Uiso calc R 1 . .
H H23B 0.5863 0.1018 0.0543 0.059 Uiso calc R 1 . .
C C24 0.8125(3) 0.09469(17) 0.01929(13) 0.0417(5) Uani d . 1 . .
C C25 0.8106(3) 0.03584(19) -0.06084(15) 0.0557(6) Uani d . 1 . .
H H25 0.7222 -0.0173 -0.0808 0.067 Uiso calc R 1 . .
C C26 0.9385(4) 0.0560(2) -0.11032(16) 0.0628(7) Uani d . 1 . .
H H26 0.9348 0.0175 -0.1641 0.075 Uiso calc R 1 . .
C C27 1.0711(3) 0.1320(2) -0.08132(16) 0.0593(7) Uani d . 1 . .
H H27 1.1581 0.1440 -0.1148 0.071 Uiso calc R 1 . .
C C28 1.0759(3) 0.19022(17) -0.00322(14) 0.0475(6) Uani d . 1 . .
H H28 1.1671 0.2411 0.0168 0.057 Uiso calc R 1 . .
C C29 0.9446(3) 0.17386(16) 0.04690(13) 0.0379(5) Uani d . 1 . .
C C30 0.9538(3) 0.24389(16) 0.12859(13) 0.0362(5) Uani d . 1 . .
C C31 0.7872(2) 0.41129(16) 0.16111(13) 0.0371(5) Uani d . 1 . .
C C32 0.9035(3) 0.49248(17) 0.19818(15) 0.0489(6) Uani d . 1 . .
H H32 0.9449 0.4955 0.2538 0.059 Uiso calc R 1 . .
C C33 0.9609(3) 0.57258(18) 0.15078(19) 0.0585(7) Uani d . 1 . .
H H33 1.0414 0.6282 0.1761 0.070 Uiso calc R 1 . .
C C34 0.9032(3) 0.57155(19) 0.06981(18) 0.0583(7) Uani d . 1 . .
H H34 0.9472 0.6246 0.0403 0.070 Uiso calc R 1 . .
C C35 0.7779(3) 0.49103(18) 0.03032(14) 0.0465(6) Uani d . 1 . .
C C36 0.6976(3) 0.4798(2) -0.05085(16) 0.0583(7) Uani d . 1 . .
H H36 0.7309 0.5287 -0.0862 0.070 Uiso calc R 1 . .
C C37 0.5730(3) 0.3995(2) -0.07831(15) 0.0603(7) Uani d . 1 . .
H H37 0.5240 0.3942 -0.1327 0.072 Uiso calc R 1 . .
C C38 0.5143(3) 0.3235(2) -0.02790(14) 0.0522(6) Uani d . 1 . .
H H38 0.4262 0.2700 -0.0476 0.063 Uiso calc R 1 . .
C C39 0.5908(3) 0.33051(17) 0.05099(12) 0.0403(5) Uani d . 1 . .
C C40 0.7222(2) 0.41218(16) 0.07868(13) 0.0381(5) Uani d . 1 . .
C C41 0.5557(3) 0.27367(17) 0.12338(13) 0.0391(5) Uani d . 1 . .
C C42 0.5437(3) 0.37730(16) 0.30692(13) 0.0395(5) Uani d . 1 . .
C C43 0.4711(3) 0.43741(19) 0.25804(14) 0.0521(6) Uani d . 1 . .
H H43 0.4999 0.4409 0.2028 0.062 Uiso calc R 1 . .
C C44 0.3572(3) 0.4921(2) 0.28967(15) 0.0557(6) Uani d . 1 . .
H H44 0.3107 0.5326 0.2563 0.067 Uiso calc R 1 . .
C C45 0.3133(3) 0.48635(19) 0.37064(14) 0.0518(6) Uani d . 1 . .
C C46 0.3809(3) 0.42677(19) 0.41970(14) 0.0526(6) Uani d . 1 . .
H H46 0.3495 0.4227 0.4744 0.063 Uiso calc R 1 . .
C C47 0.4956(3) 0.37255(18) 0.38851(13) 0.0468(6) Uani d . 1 . .
H H47 0.5412 0.3323 0.4225 0.056 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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'
Br Br -0.2900 2.4600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
C42 N1 C20 . . 124.33(16) ?
C42 N1 C21 . . 121.74(16) ?
C20 N1 C21 . . 113.88(16) ?
C11 C1 C2 . . 118.1(2) ?
C11 C1 C10 . . 125.0(2) ?
C2 C1 C10 . . 116.9(2) ?
O1 C2 C3 . . 120.3(2) ?
O1 C2 C1 . . 122.0(2) ?
C3 C2 C1 . . 117.63(19) ?
C4 C3 C8 . . 120.0(2) ?
C4 C3 C2 . . 119.8(2) ?
C8 C3 C2 . . 120.2(2) ?
C3 C4 C5 . . 121.2(2) ?
C3 C4 H4 . . 119.4 ?
C5 C4 H4 . . 119.4 ?
C6 C5 C4 . . 118.9(3) ?
C6 C5 H5 . . 120.6 ?
C4 C5 H5 . . 120.6 ?
C5 C6 C7 . . 120.7(3) ?
C5 C6 H6 . . 119.6 ?
C7 C6 H6 . . 119.6 ?
C6 C7 C8 . . 121.0(3) ?
C6 C7 H7 . . 119.5 ?
C8 C7 H7 . . 119.5 ?
C7 C8 C3 . . 118.2(2) ?
C7 C8 C9 . . 122.3(2) ?
C3 C8 C9 . . 119.5(2) ?
C10 C9 C8 . . 111.3(2) ?
C10 C9 H9A . . 109.4 ?
C8 C9 H9A . . 109.4 ?
C10 C9 H9B . . 109.4 ?
C8 C9 H9B . . 109.4 ?
H9A C9 H9B . . 108.0 ?
C9 C10 C1 . . 111.5(2) ?
C9 C10 H10A . . 109.3 ?
C1 C10 H10A . . 109.3 ?
C9 C10 H10B . . 109.3 ?
C1 C10 H10B . . 109.3 ?
H10A C10 H10B . . 108.0 ?
C1 C11 C12 . . 129.9(2) ?
C1 C11 H11 . . 115.1 ?
C12 C11 H11 . . 115.1 ?
C17 C12 C13 . . 117.2(2) ?
C17 C12 C11 . . 119.1(2) ?
C13 C12 C11 . . 123.5(2) ?
C14 C13 C12 . . 121.3(2) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C13 C14 C15 . . 121.4(2) ?
C13 C14 H14 . . 119.3 ?
C15 C14 H14 . . 119.3 ?
C14 C15 C16 . . 117.46(19) ?
C14 C15 C18 . . 120.05(19) ?
C16 C15 C18 . . 122.48(19) ?
C17 C16 C15 . . 121.0(2) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C12 C17 C16 . . 121.7(2) ?
C12 C17 H17 . . 119.1 ?
C16 C17 H17 . . 119.1 ?
C21 C18 C15 . . 116.01(17) ?
C21 C18 C19 . . 103.72(16) ?
C15 C18 C19 . . 115.92(17) ?
C21 C18 H18 . . 106.9 ?
C15 C18 H18 . . 106.9 ?
C19 C18 H18 . . 106.9 ?
C22 C19 C30 . . 110.14(16) ?
C22 C19 C18 . . 111.45(16) ?
C30 C19 C18 . . 109.23(16) ?
C22 C19 C20 . . 113.50(16) ?
C30 C19 C20 . . 112.50(15) ?
C18 C19 C20 . . 99.56(15) ?
N1 C20 C31 . . 115.98(17) ?
N1 C20 C41 . . 113.12(16) ?
C31 C20 C41 . . 101.41(16) ?
N1 C20 C19 . . 102.76(14) ?
C31 C20 C19 . . 113.35(16) ?
C41 C20 C19 . . 110.53(16) ?
N1 C21 C18 . . 103.74(16) ?
N1 C21 H21A . . 111.0 ?
C18 C21 H21A . . 111.0 ?
N1 C21 H21B . . 111.0 ?
C18 C21 H21B . . 111.0 ?
H21A C21 H21B . . 109.0 ?
C23 C22 C19 . . 116.47(17) ?
C23 C22 H22A . . 108.2 ?
C19 C22 H22A . . 108.2 ?
C23 C22 H22B . . 108.2 ?
C19 C22 H22B . . 108.2 ?
H22A C22 H22B . . 107.3 ?
C24 C23 C22 . . 113.39(18) ?
C24 C23 H23A . . 108.9 ?
C22 C23 H23A . . 108.9 ?
C24 C23 H23B . . 108.9 ?
C22 C23 H23B . . 108.9 ?
H23A C23 H23B . . 107.7 ?
C29 C24 C25 . . 118.5(2) ?
C29 C24 C23 . . 120.92(19) ?
C25 C24 C23 . . 120.5(2) ?
C26 C25 C24 . . 120.4(2) ?
C26 C25 H25 . . 119.8 ?
C24 C25 H25 . . 119.8 ?
C27 C26 C25 . . 120.6(2) ?
C27 C26 H26 . . 119.7 ?
C25 C26 H26 . . 119.7 ?
C28 C27 C26 . . 120.0(2) ?
C28 C27 H27 . . 120.0 ?
C26 C27 H27 . . 120.0 ?
C27 C28 C29 . . 120.4(2) ?
C27 C28 H28 . . 119.8 ?
C29 C28 H28 . . 119.8 ?
C24 C29 C28 . . 119.9(2) ?
C24 C29 C30 . . 122.51(19) ?
C28 C29 C30 . . 117.6(2) ?
O2 C30 C29 . . 120.32(19) ?
O2 C30 C19 . . 119.93(18) ?
C29 C30 C19 . . 119.75(18) ?
C32 C31 C40 . . 118.9(2) ?
C32 C31 C20 . . 132.80(19) ?
C40 C31 C20 . . 108.34(18) ?
C31 C32 C33 . . 118.7(2) ?
C31 C32 H32 . . 120.7 ?
C33 C32 H32 . . 120.7 ?
C34 C33 C32 . . 122.6(2) ?
C34 C33 H33 . . 118.7 ?
C32 C33 H33 . . 118.7 ?
C33 C34 C35 . . 120.5(2) ?
C33 C34 H34 . . 119.8 ?
C35 C34 H34 . . 119.8 ?
C34 C35 C36 . . 128.4(2) ?
C34 C35 C40 . . 116.0(2) ?
C36 C35 C40 . . 115.6(2) ?
C37 C36 C35 . . 121.2(2) ?
C37 C36 H36 . . 119.4 ?
C35 C36 H36 . . 119.4 ?
C36 C37 C38 . . 122.6(2) ?
C36 C37 H37 . . 118.7 ?
C38 C37 H37 . . 118.7 ?
C39 C38 C37 . . 118.1(2) ?
C39 C38 H38 . . 121.0 ?
C37 C38 H38 . . 121.0 ?
C38 C39 C40 . . 119.4(2) ?
C38 C39 C41 . . 133.5(2) ?
C40 C39 C41 . . 106.76(17) ?
C39 C40 C31 . . 113.52(18) ?
C39 C40 C35 . . 123.1(2) ?
C31 C40 C35 . . 123.3(2) ?
O3 C41 C39 . . 127.9(2) ?
O3 C41 C20 . . 124.93(18) ?
C39 C41 C20 . . 107.03(17) ?
N1 C42 C47 . . 119.58(18) ?
N1 C42 C43 . . 122.77(18) ?
C47 C42 C43 . . 117.64(19) ?
C44 C43 C42 . . 121.4(2) ?
C44 C43 H43 . . 119.3 ?
C42 C43 H43 . . 119.3 ?
C45 C44 C43 . . 119.4(2) ?
C45 C44 H44 . . 120.3 ?
C43 C44 H44 . . 120.3 ?
C46 C45 C44 . . 120.4(2) ?
C46 C45 Br1 . . 119.69(17) ?
C44 C45 Br1 . . 119.87(18) ?
C45 C46 C47 . . 120.3(2) ?
C45 C46 H46 . . 119.9 ?
C47 C46 H46 . . 119.9 ?
C46 C47 C42 . . 120.8(2) ?
C46 C47 H47 . . 119.6 ?
C42 C47 H47 . . 119.6 ?
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
Br1 C45 . 1.898(2) ?
O1 C2 . 1.214(3) ?
O2 C30 . 1.211(2) ?
O3 C41 . 1.204(2) ?
N1 C42 . 1.386(3) ?
N1 C20 . 1.446(2) ?
N1 C21 . 1.446(3) ?
C1 C11 . 1.323(3) ?
C1 C2 . 1.494(3) ?
C1 C10 . 1.505(3) ?
C2 C3 . 1.486(3) ?
C3 C4 . 1.373(3) ?
C3 C8 . 1.392(3) ?
C4 C5 . 1.379(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.368(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.370(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.387(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.506(4) ?
C9 C10 . 1.504(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C12 . 1.468(3) ?
C11 H11 . 0.9300 ?
C12 C17 . 1.378(3) ?
C12 C13 . 1.392(3) ?
C13 C14 . 1.381(3) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.381(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.388(3) ?
C15 C18 . 1.516(3) ?
C16 C17 . 1.383(3) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C18 C21 . 1.509(3) ?
C18 C19 . 1.563(3) ?
C18 H18 . 0.9800 ?
C19 C22 . 1.533(3) ?
C19 C30 . 1.542(3) ?
C19 C20 . 1.602(3) ?
C20 C31 . 1.518(3) ?
C20 C41 . 1.568(3) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C23 . 1.519(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.492(3) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 C29 . 1.382(3) ?
C24 C25 . 1.398(3) ?
C25 C26 . 1.373(4) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.365(4) ?
C26 H26 . 0.9300 ?
C27 C28 . 1.364(3) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.396(3) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.479(3) ?
C31 C32 . 1.352(3) ?
C31 C40 . 1.403(3) ?
C32 C33 . 1.413(3) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.356(4) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.402(3) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.408(3) ?
C35 C40 . 1.408(3) ?
C36 C37 . 1.350(4) ?
C36 H36 . 0.9300 ?
C37 C38 . 1.408(3) ?
C37 H37 . 0.9300 ?
C38 C39 . 1.369(3) ?
C38 H38 . 0.9300 ?
C39 C40 . 1.397(3) ?
C39 C41 . 1.477(3) ?
C42 C47 . 1.389(3) ?
C42 C43 . 1.389(3) ?
C43 C44 . 1.380(3) ?
C43 H43 . 0.9300 ?
C44 C45 . 1.369(3) ?
C44 H44 . 0.9300 ?
C45 C46 . 1.364(3) ?
C46 C47 . 1.379(3) ?
C46 H46 . 0.9300 ?
C47 H47 . 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
_geom_hbond_publ_flag
C22 H22B O3 . 0.97 2.55 3.026(3) 111 y
C23 H23B O3 . 0.97 2.40 3.113(3) 130 y
C17 H17 Cg1 1_455 0.93 2.98 3.720(3) 137 y
C26 H26 Cg2 2_755 0.93 3.00 3.925(3) 178 y
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
C11 C1 C2 O1 . . . . -3.7(4) ?
C10 C1 C2 O1 . . . . 173.9(3) ?
C11 C1 C2 C3 . . . . 178.5(2) ?
C10 C1 C2 C3 . . . . -3.9(3) ?
O1 C2 C3 C4 . . . . -15.5(4) ?
C1 C2 C3 C4 . . . . 162.3(2) ?
O1 C2 C3 C8 . . . . 165.4(3) ?
C1 C2 C3 C8 . . . . -16.8(4) ?
C8 C3 C4 C5 . . . . 0.2(4) ?
C2 C3 C4 C5 . . . . -178.9(2) ?
C3 C4 C5 C6 . . . . -1.3(4) ?
C4 C5 C6 C7 . . . . 1.0(5) ?
C5 C6 C7 C8 . . . . 0.4(5) ?
C6 C7 C8 C3 . . . . -1.6(5) ?
C6 C7 C8 C9 . . . . 179.1(3) ?
C4 C3 C8 C7 . . . . 1.3(4) ?
C2 C3 C8 C7 . . . . -179.6(3) ?
C4 C3 C8 C9 . . . . -179.4(3) ?
C2 C3 C8 C9 . . . . -0.3(4) ?
C7 C8 C9 C10 . . . . -144.1(3) ?
C3 C8 C9 C10 . . . . 36.7(4) ?
C8 C9 C10 C1 . . . . -55.0(4) ?
C11 C1 C10 C9 . . . . -143.1(3) ?
C2 C1 C10 C9 . . . . 39.5(3) ?
C2 C1 C11 C12 . . . . 171.6(2) ?
C10 C1 C11 C12 . . . . -5.7(5) ?
C1 C11 C12 C17 . . . . 151.9(3) ?
C1 C11 C12 C13 . . . . -34.1(4) ?
C17 C12 C13 C14 . . . . 0.0(3) ?
C11 C12 C13 C14 . . . . -174.1(2) ?
C12 C13 C14 C15 . . . . -0.6(3) ?
C13 C14 C15 C16 . . . . 0.8(3) ?
C13 C14 C15 C18 . . . . 179.3(2) ?
C14 C15 C16 C17 . . . . -0.3(3) ?
C18 C15 C16 C17 . . . . -178.8(2) ?
C13 C12 C17 C16 . . . . 0.4(4) ?
C11 C12 C17 C16 . . . . 174.8(2) ?
C15 C16 C17 C12 . . . . -0.3(4) ?
C14 C15 C18 C21 . . . . -153.2(2) ?
C16 C15 C18 C21 . . . . 25.2(3) ?
C14 C15 C18 C19 . . . . 84.7(2) ?
C16 C15 C18 C19 . . . . -96.8(2) ?
C21 C18 C19 C22 . . . . -80.1(2) ?
C15 C18 C19 C22 . . . . 48.2(2) ?
C21 C18 C19 C30 . . . . 157.96(17) ?
C15 C18 C19 C30 . . . . -73.7(2) ?
C21 C18 C19 C20 . . . . 39.94(19) ?
C15 C18 C19 C20 . . . . 168.29(17) ?
C42 N1 C20 C31 . . . . 65.1(3) ?
C21 N1 C20 C31 . . . . -112.3(2) ?
C42 N1 C20 C41 . . . . -51.5(3) ?
C21 N1 C20 C41 . . . . 131.11(19) ?
C42 N1 C20 C19 . . . . -170.68(19) ?
C21 N1 C20 C19 . . . . 11.9(2) ?
C22 C19 C20 N1 . . . . 87.33(19) ?
C30 C19 C20 N1 . . . . -146.76(17) ?
C18 C19 C20 N1 . . . . -31.20(19) ?
C22 C19 C20 C31 . . . . -146.72(17) ?
C30 C19 C20 C31 . . . . -20.8(2) ?
C18 C19 C20 C31 . . . . 94.75(18) ?
C22 C19 C20 C41 . . . . -33.6(2) ?
C30 C19 C20 C41 . . . . 92.26(19) ?
C18 C19 C20 C41 . . . . -152.18(16) ?
C42 N1 C21 C18 . . . . -163.82(19) ?
C20 N1 C21 C18 . . . . 13.7(2) ?
C15 C18 C21 N1 . . . . -162.26(18) ?
C19 C18 C21 N1 . . . . -34.0(2) ?
C30 C19 C22 C23 . . . . -44.8(2) ?
C18 C19 C22 C23 . . . . -166.22(18) ?
C20 C19 C22 C23 . . . . 82.3(2) ?
C19 C22 C23 C24 . . . . 45.9(3) ?
C22 C23 C24 C29 . . . . -20.2(3) ?
C22 C23 C24 C25 . . . . 159.3(2) ?
C29 C24 C25 C26 . . . . 0.7(3) ?
C23 C24 C25 C26 . . . . -178.9(2) ?
C24 C25 C26 C27 . . . . 1.6(4) ?
C25 C26 C27 C28 . . . . -1.4(4) ?
C26 C27 C28 C29 . . . . -1.1(4) ?
C25 C24 C29 C28 . . . . -3.1(3) ?
C23 C24 C29 C28 . . . . 176.5(2) ?
C25 C24 C29 C30 . . . . 176.65(19) ?
C23 C24 C29 C30 . . . . -3.8(3) ?
C27 C28 C29 C24 . . . . 3.4(3) ?
C27 C28 C29 C30 . . . . -176.4(2) ?
C24 C29 C30 O2 . . . . -176.99(19) ?
C28 C29 C30 O2 . . . . 2.8(3) ?
C24 C29 C30 C19 . . . . 3.4(3) ?
C28 C29 C30 C19 . . . . -176.87(17) ?
C22 C19 C30 O2 . . . . -159.31(18) ?
C18 C19 C30 O2 . . . . -36.6(2) ?
C20 C19 C30 O2 . . . . 73.0(2) ?
C22 C19 C30 C29 . . . . 20.3(2) ?
C18 C19 C30 C29 . . . . 143.05(17) ?
C20 C19 C30 C29 . . . . -107.37(19) ?
N1 C20 C31 C32 . . . . 42.7(3) ?
C41 C20 C31 C32 . . . . 165.7(2) ?
C19 C20 C31 C32 . . . . -75.8(3) ?
N1 C20 C31 C40 . . . . -137.41(18) ?
C41 C20 C31 C40 . . . . -14.5(2) ?
C19 C20 C31 C40 . . . . 104.02(18) ?
C40 C31 C32 C33 . . . . -3.1(3) ?
C20 C31 C32 C33 . . . . 176.7(2) ?
C31 C32 C33 C34 . . . . 0.4(4) ?
C32 C33 C34 C35 . . . . 2.3(4) ?
C33 C34 C35 C36 . . . . 176.4(2) ?
C33 C34 C35 C40 . . . . -2.0(3) ?
C34 C35 C36 C37 . . . . -176.8(2) ?
C40 C35 C36 C37 . . . . 1.6(3) ?
C35 C36 C37 C38 . . . . 0.9(4) ?
C36 C37 C38 C39 . . . . -2.0(4) ?
C37 C38 C39 C40 . . . . 0.3(3) ?
C37 C38 C39 C41 . . . . 172.9(2) ?
C38 C39 C40 C31 . . . . 178.84(19) ?
C41 C39 C40 C31 . . . . 4.5(2) ?
C38 C39 C40 C35 . . . . 2.3(3) ?
C41 C39 C40 C35 . . . . -172.05(19) ?
C32 C31 C40 C39 . . . . -173.09(19) ?
C20 C31 C40 C39 . . . . 7.0(2) ?
C32 C31 C40 C35 . . . . 3.4(3) ?
C20 C31 C40 C35 . . . . -176.43(18) ?
C34 C35 C40 C39 . . . . 175.38(19) ?
C36 C35 C40 C39 . . . . -3.2(3) ?
C34 C35 C40 C31 . . . . -0.8(3) ?
C36 C35 C40 C31 . . . . -179.42(19) ?
C38 C39 C41 O3 . . . . -10.8(4) ?
C40 C39 C41 O3 . . . . 162.4(2) ?
C38 C39 C41 C20 . . . . 173.1(2) ?
C40 C39 C41 C20 . . . . -13.7(2) ?
N1 C20 C41 O3 . . . . -34.4(3) ?
C31 C20 C41 O3 . . . . -159.3(2) ?
C19 C20 C41 O3 . . . . 80.2(2) ?
N1 C20 C41 C39 . . . . 141.88(17) ?
C31 C20 C41 C39 . . . . 17.0(2) ?
C19 C20 C41 C39 . . . . -103.51(18) ?
C20 N1 C42 C47 . . . . 172.7(2) ?
C21 N1 C42 C47 . . . . -10.1(3) ?
C20 N1 C42 C43 . . . . -6.5(3) ?
C21 N1 C42 C43 . . . . 170.7(2) ?
N1 C42 C43 C44 . . . . -179.6(2) ?
C47 C42 C43 C44 . . . . 1.1(4) ?
C42 C43 C44 C45 . . . . -0.7(4) ?
C43 C44 C45 C46 . . . . -0.2(4) ?
C43 C44 C45 Br1 . . . . 179.39(19) ?
C44 C45 C46 C47 . . . . 0.7(4) ?
Br1 C45 C46 C47 . . . . -178.94(18) ?
C45 C46 C47 C42 . . . . -0.2(4) ?
N1 C42 C47 C46 . . . . -180.0(2) ?
C43 C42 C47 C46 . . . . -0.7(3) ?
