#------------------------------------------------------------------------------
#$Date: 2019-11-08 03:49:41 +0200 (Fri, 08 Nov 2019) $
#$Revision: 225193 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/71/7157106.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_7157106
loop_
_publ_author_name
'Cao, Jun'
'Sun, Jing'
'Yan, Chao-Guo'
_publ_section_title
;
 Construction of indeno[1,2-a]fluorene via domino reaction of
 1,3-indanedione and 3-arylideneindolin-2-ones or chalcones.
;
_journal_issue                   40
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              9008
_journal_page_last               9013
_journal_paper_doi               10.1039/c9ob01779h
_journal_volume                  17
_journal_year                    2019
_chemical_formula_moiety         'C35 H22 O3'
_chemical_formula_sum            'C35 H22 O3'
_chemical_formula_weight         490.52
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-05-24 deposited with the CCDC.    2019-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                111.2622(18)
_cell_angle_beta                 99.696(2)
_cell_angle_gamma                94.536(2)
_cell_formula_units_Z            2
_cell_length_a                   7.4625(5)
_cell_length_b                   14.4575(10)
_cell_length_c                   14.4842(9)
_cell_measurement_reflns_used    5560
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      2.56
_cell_volume                     1418.71(16)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19239
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         2.556
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5565
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0836P)²+0.9557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1636
_refine_ls_wR_factor_ref         0.1869
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3480
_reflns_number_total             5565
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ob01779h2.cif
_cod_data_source_block           4b
_cod_depositor_comments
'Adding full bibliography for 7157095--7157106.cif.'
_cod_database_code               7157106
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.986
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.9609(4) 1.0436(2) 0.1996(2) 0.0315(6) Uani 1 1 d . .
C2 C 1.0476(4) 1.1408(2) 0.2873(2) 0.0386(7) Uani 1 1 d . .
C3 C 1.0015(4) 1.2208(2) 0.2502(2) 0.0390(7) Uani 1 1 d . .
C4 C 1.0472(5) 1.3233(2) 0.3015(3) 0.0503(9) Uani 1 1 d . .
H4 H 1.1139 1.3504 0.3681 0.060 Uiso 1 1 calc R U
C5 C 0.9913(5) 1.3847(3) 0.2515(3) 0.0617(11) Uani 1 1 d . .
H5 H 1.0195 1.4541 0.2844 0.074 Uiso 1 1 calc R U
C6 C 0.8932(5) 1.3426(2) 0.1523(3) 0.0550(10) Uani 1 1 d . .
H6 H 0.8583 1.3850 0.1195 0.066 Uiso 1 1 calc R U
C7 C 0.8449(4) 1.2399(2) 0.0998(3) 0.0415(8) Uani 1 1 d . .
H7 H 0.7783 1.2129 0.0332 0.050 Uiso 1 1 calc R U
C8 C 0.9006(4) 1.1789(2) 0.1513(2) 0.0328(7) Uani 1 1 d . .
C9 C 0.8731(4) 1.0679(2) 0.1187(2) 0.0298(6) Uani 1 1 d . .
C10 C 0.7821(3) 0.98977(19) 0.03098(19) 0.0255(6) Uani 1 1 d . .
C11 C 0.6732(4) 0.9875(2) -0.0670(2) 0.0310(6) Uani 1 1 d . .
C12 C 0.6125(4) 0.8801(2) -0.13159(19) 0.0295(6) Uani 1 1 d . .
C13 C 0.5109(4) 0.8380(2) -0.2299(2) 0.0392(7) Uani 1 1 d . .
H13 H 0.4701 0.8783 -0.2642 0.047 Uiso 1 1 calc R U
C14 C 0.4716(4) 0.7349(3) -0.2758(2) 0.0444(8) Uani 1 1 d . .
H14 H 0.4030 0.7051 -0.3419 0.053 Uiso 1 1 calc R U
C15 C 0.5330(4) 0.6752(2) -0.2246(2) 0.0420(7) Uani 1 1 d . .
H15 H 0.5058 0.6057 -0.2568 0.050 Uiso 1 1 calc R U
C16 C 0.6349(4) 0.7179(2) -0.1256(2) 0.0341(7) Uani 1 1 d . .
H16 H 0.6759 0.6775 -0.0915 0.041 Uiso 1 1 calc R U
C17 C 0.6742(3) 0.8209(2) -0.07874(19) 0.0269(6) Uani 1 1 d . .
C18 C 0.7794(3) 0.88949(19) 0.02355(19) 0.0258(6) Uani 1 1 d . .
C19 C 0.7075(4) 0.6121(2) 0.1150(2) 0.0412(7) Uani 1 1 d . .
H19 H 0.8109 0.5813 0.1033 0.049 Uiso 1 1 calc R U
C20 C 0.5594(4) 0.5618(2) 0.1311(3) 0.0514(9) Uani 1 1 d . .
H20 H 0.5639 0.4975 0.1304 0.062 Uiso 1 1 calc R U
C21 C 0.4033(4) 0.6058(2) 0.1485(2) 0.0416(7) Uani 1 1 d . .
C22 C 0.2384(5) 0.5497(3) 0.1637(3) 0.0623(10) Uani 1 1 d . .
H22A H 0.1649 0.5968 0.1985 0.093 Uiso 1 1 calc R U
H22B H 0.2792 0.5115 0.2032 0.093 Uiso 1 1 calc R U
H22C H 0.1662 0.5051 0.0989 0.093 Uiso 1 1 calc R U
C23 C 0.4015(4) 0.7014(2) 0.1507(2) 0.0433(8) Uani 1 1 d . .
H23 H 0.2983 0.7321 0.1630 0.052 Uiso 1 1 calc R U
C24 C 0.5498(4) 0.7529(2) 0.1351(2) 0.0371(7) Uani 1 1 d . .
H24 H 0.5460 0.8178 0.1373 0.045 Uiso 1 1 calc R U
C25 C 0.7044(3) 0.7080(2) 0.11612(19) 0.0288(6) Uani 1 1 d . .
C26 C 0.8629(4) 0.7593(2) 0.09561(19) 0.0295(6) Uani 1 1 d . .
C27 C 0.8639(3) 0.86640(19) 0.10404(19) 0.0265(6) Uani 1 1 d . .
C28 C 0.9585(4) 0.9463(2) 0.19481(19) 0.0308(6) Uani 1 1 d . .
C29 C 1.0500(4) 0.9236(2) 0.2827(2) 0.0360(7) Uani 1 1 d . U
C30 C 1.2367(4) 0.9250(3) 0.3040(2) 0.0464(8) Uani 1 1 d . U
H30 H 1.3082 0.9401 0.2632 0.056 Uiso 1 1 calc R U
C31 C 1.3195(5) 0.9043(3) 0.3857(2) 0.0566(9) Uani 1 1 d . U
H31 H 1.4461 0.9051 0.3984 0.068 Uiso 1 1 calc R U
C32 C 1.2199(6) 0.8827(3) 0.4480(3) 0.0723(11) Uani 1 1 d . U
C33 C 1.3105(7) 0.8613(4) 0.5380(3) 0.0978(14) Uani 1 1 d . U
H33A H 1.2531 0.7976 0.5338 0.147 Uiso 1 1 calc R U
H33B H 1.2971 0.9132 0.5994 0.147 Uiso 1 1 calc R U
H33C H 1.4388 0.8595 0.5380 0.147 Uiso 1 1 calc R U
C34 C 1.0325(6) 0.8812(4) 0.4266(3) 0.0908(14) Uani 1 1 d . U
H34 H 0.9614 0.8662 0.4677 0.109 Uiso 1 1 calc R U
C35 C 0.9485(5) 0.9015(3) 0.3450(3) 0.0731(11) Uani 1 1 d . U
H35 H 0.8217 0.9003 0.3321 0.088 Uiso 1 1 calc R U
O1 O 1.1350(3) 1.15066(17) 0.36966(16) 0.0538(6) Uani 1 1 d . .
O2 O 0.6387(3) 1.05861(15) -0.08941(15) 0.0434(5) Uani 1 1 d . .
O3 O 0.9926(3) 0.71709(15) 0.07155(15) 0.0415(5) Uani 1 1 d . .
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'
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
C28 C1 C9 123.3(3)
C28 C1 C2 128.7(2)
C9 C1 C2 108.0(2)
O1 C2 C3 127.7(3)
O1 C2 C1 127.5(3)
C3 C2 C1 104.8(2)
C4 C3 C8 121.7(3)
C4 C3 C2 128.0(3)
C8 C3 C2 110.3(2)
C3 C4 C5 118.3(3)
C3 C4 H4 120.9
C5 C4 H4 120.9
C6 C5 C4 119.8(3)
C6 C5 H5 120.1
C4 C5 H5 120.1
C5 C6 C7 122.7(3)
C5 C6 H6 118.6
C7 C6 H6 118.6
C6 C7 C8 116.9(3)
C6 C7 H7 121.6
C8 C7 H7 121.6
C3 C8 C7 120.5(3)
C3 C8 C9 108.5(2)
C7 C8 C9 131.0(3)
C10 C9 C1 117.6(2)
C10 C9 C8 133.8(2)
C1 C9 C8 108.5(2)
C9 C10 C18 120.2(2)
C9 C10 C11 132.1(2)
C18 C10 C11 107.7(2)
O2 C11 C12 126.5(2)
O2 C11 C10 127.8(3)
C12 C11 C10 105.6(2)
C13 C12 C17 121.7(3)
C13 C12 C11 128.4(2)
C17 C12 C11 109.9(2)
C14 C13 C12 118.2(3)
C14 C13 H13 120.9
C12 C13 H13 120.9
C13 C14 C15 120.7(3)
C13 C14 H14 119.7
C15 C14 H14 119.7
C14 C15 C16 120.8(3)
C14 C15 H15 119.6
C16 C15 H15 119.6
C17 C16 C15 119.0(3)
C17 C16 H16 120.5
C15 C16 H16 120.5
C16 C17 C12 119.5(2)
C16 C17 C18 132.7(2)
C12 C17 C18 107.7(2)
C27 C18 C10 121.7(2)
C27 C18 C17 129.3(2)
C10 C18 C17 109.0(2)
C20 C19 C25 120.6(3)
C20 C19 H19 119.7
C25 C19 H19 119.7
C19 C20 C21 120.9(3)
C19 C20 H20 119.6
C21 C20 H20 119.6
C23 C21 C20 118.3(3)
C23 C21 C22 120.7(3)
C20 C21 C22 121.0(3)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C21 C23 C24 121.3(3)
C21 C23 H23 119.3
C24 C23 H23 119.3
C23 C24 C25 120.2(3)
C23 C24 H24 119.9
C25 C24 H24 119.9
C19 C25 C24 118.6(2)
C19 C25 C26 119.6(2)
C24 C25 C26 121.7(2)
O3 C26 C25 121.6(2)
O3 C26 C27 119.2(2)
C25 C26 C27 119.2(2)
C18 C27 C28 118.6(2)
C18 C27 C26 121.7(2)
C28 C27 C26 119.7(2)
C1 C28 C27 118.5(2)
C1 C28 C29 121.8(2)
C27 C28 C29 119.7(2)
C30 C29 C35 118.1(3)
C30 C29 C28 121.3(2)
C35 C29 C28 120.6(3)
C29 C30 C31 120.7(3)
C29 C30 H30 119.7
C31 C30 H30 119.7
C32 C31 C30 121.5(3)
C32 C31 H31 119.2
C30 C31 H31 119.2
C31 C32 C34 117.8(3)
C31 C32 C33 121.6(4)
C34 C32 C33 120.6(4)
C32 C33 H33A 109.5
C32 C33 H33B 109.5
H33A C33 H33B 109.5
C32 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
C32 C34 C35 121.1(3)
C32 C34 H34 119.5
C35 C34 H34 119.5
C29 C35 C34 120.8(3)
C29 C35 H35 119.6
C34 C35 H35 119.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C28 1.382(4)
C1 C9 1.416(4)
C1 C2 1.513(4)
C2 O1 1.212(3)
C2 C3 1.483(4)
C3 C4 1.378(4)
C3 C8 1.386(4)
C4 C5 1.382(5)
C4 H4 0.9300
C5 C6 1.382(5)
C5 H5 0.9300
C6 C7 1.385(4)
C6 H6 0.9300
C7 C8 1.392(4)
C7 H7 0.9300
C8 C9 1.485(4)
C9 C10 1.378(4)
C10 C18 1.413(4)
C10 C11 1.500(4)
C11 O2 1.218(3)
C11 C12 1.478(4)
C12 C13 1.382(4)
C12 C17 1.396(4)
C13 C14 1.377(4)
C13 H13 0.9300
C14 C15 1.385(4)
C14 H14 0.9300
C15 C16 1.390(4)
C15 H15 0.9300
C16 C17 1.376(4)
C16 H16 0.9300
C17 C18 1.488(4)
C18 C27 1.392(3)
C19 C20 1.373(4)
C19 C25 1.384(4)
C19 H19 0.9300
C20 C21 1.387(4)
C20 H20 0.9300
C21 C23 1.372(4)
C21 C22 1.511(4)
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C23 C24 1.381(4)
C23 H23 0.9300
C24 C25 1.387(4)
C24 H24 0.9300
C25 C26 1.475(4)
C26 O3 1.218(3)
C26 C27 1.507(4)
C27 C28 1.420(4)
C28 C29 1.497(4)
C29 C30 1.372(4)
C29 C35 1.376(4)
C30 C31 1.382(4)
C30 H30 0.9300
C31 C32 1.364(5)
C31 H31 0.9300
C32 C34 1.377(6)
C32 C33 1.510(5)
C33 H33A 0.9600
C33 H33B 0.9600
C33 H33C 0.9600
C34 C35 1.381(5)
C34 H34 0.9300
C35 H35 0.9300
