#------------------------------------------------------------------------------
#$Date: 2021-04-05 18:18:23 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263841 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/79/7157906.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_7157906
loop_
_publ_author_name
'Sahu, Archana K.'
'Unnava, Ramanjaneyulu'
'Behera, Bipin K.'
'Saikia, Anil K.'
_publ_section_title
;
 Synthesis of dibenzocyclohepta[1,2-a]naphthalene derivatives from
 phenylacetaldehyde and alkynyl benzyl alcohols via sequential
 electrophilic addition and double Friedel-Crafts reactions.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2430
_journal_page_last               2435
_journal_paper_doi               10.1039/d1ob00057h
_journal_volume                  19
_journal_year                    2021
_chemical_formula_sum            'C24 H18'
_chemical_formula_weight         306.38
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-10-13 deposited with the CCDC.	2021-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.162(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8016(6)
_cell_length_b                   12.5556(7)
_cell_length_c                   14.0526(8)
_cell_measurement_temperature    296(2)
_cell_volume                     1643.22(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11630
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.070
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1455
_refine_ls_wR_factor_ref         0.1611
_reflns_number_gt                2013
_reflns_number_total             2820
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ob00057h3.cif
_cod_data_source_block           arc-p-me_0m
_cod_depositor_comments
'Adding full bibliography for 7157905--7157906.cif.'
_cod_database_code               7157906
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.82408(18) 0.43652(13) 0.15330(13) 0.0421(5) Uani 1 1 d . . .
C2 C 0.67622(18) 0.43572(13) 0.13376(14) 0.0436(5) Uani 1 1 d . . .
C3 C 0.92089(17) 0.47897(14) 0.24934(13) 0.0434(5) Uani 1 1 d . . .
C4 C 0.88447(18) 0.39417(14) 0.07971(13) 0.0439(5) Uani 1 1 d . . .
C5 C 1.03573(18) 0.41812(15) 0.30909(14) 0.0483(5) Uani 1 1 d . . .
H5 H 1.0512 0.3502 0.2881 0.058 Uiso 1 1 calc R . .
C6 C 0.99206(19) 0.61686(15) 0.37395(14) 0.0508(5) Uani 1 1 d . . .
H6 H 0.9763 0.6842 0.3961 0.061 Uiso 1 1 calc R . .
C7 C 0.89889(18) 0.57920(14) 0.28462(14) 0.0450(5) Uani 1 1 d . . .
C8 C 0.58800(19) 0.38856(15) 0.04358(15) 0.0503(5) Uani 1 1 d . . .
H8 H 0.4891 0.3873 0.0310 0.060 Uiso 1 1 calc R . .
C9 C 0.60315(17) 0.48128(15) 0.20230(14) 0.0464(5) Uani 1 1 d . . .
C10 C 1.12574(19) 0.45673(15) 0.39783(14) 0.0506(5) Uani 1 1 d . . .
H10 H 1.2002 0.4141 0.4361 0.061 Uiso 1 1 calc R . .
C11 C 0.63958(19) 0.58122(15) 0.24637(14) 0.0496(5) Uani 1 1 d . . .
C12 C 0.6436(2) 0.34550(15) -0.02428(14) 0.0524(5) Uani 1 1 d . . .
H12 H 0.5828 0.3140 -0.0818 0.063 Uiso 1 1 calc R . .
C13 C 0.7928(2) 0.34777(14) -0.00891(14) 0.0483(5) Uani 1 1 d . . .
C14 C 0.76442(19) 0.63996(15) 0.23029(15) 0.0527(5) Uani 1 1 d . . .
H14A H 0.7694 0.7118 0.2565 0.063 Uiso 1 1 calc R . .
H14B H 0.7535 0.6440 0.1594 0.063 Uiso 1 1 calc R . .
C15 C 1.0332(2) 0.39907(15) 0.09053(15) 0.0527(5) Uani 1 1 d . . .
H15 H 1.0957 0.4315 0.1468 0.063 Uiso 1 1 calc R . .
C16 C 1.0856(2) 0.35715(17) 0.01994(16) 0.0617(6) Uani 1 1 d . . .
H16 H 1.1837 0.3603 0.0292 0.074 Uiso 1 1 calc R . .
C17 C 0.49014(19) 0.42569(17) 0.22103(16) 0.0577(6) Uani 1 1 d . . .
H17 H 0.4641 0.3591 0.1921 0.069 Uiso 1 1 calc R . .
C18 C 0.8525(2) 0.30596(16) -0.08072(15) 0.0603(6) Uani 1 1 d . . .
H18 H 0.7924 0.2755 -0.1391 0.072 Uiso 1 1 calc R . .
C19 C 1.10814(19) 0.55778(16) 0.43161(14) 0.0514(5) Uani 1 1 d . . .
C20 C 0.5650(2) 0.62237(18) 0.30719(16) 0.0636(6) Uani 1 1 d . . .
H20 H 0.5903 0.6887 0.3368 0.076 Uiso 1 1 calc R . .
C21 C 0.9952(2) 0.30963(18) -0.06590(17) 0.0661(6) Uani 1 1 d . . .
H21 H 1.0330 0.2804 -0.1131 0.079 Uiso 1 1 calc R . .
C22 C 1.2065(2) 0.60154(18) 0.52769(15) 0.0677(6) Uani 1 1 d . . .
H22A H 1.1910 0.6768 0.5306 0.102 Uiso 1 1 calc R . .
H22B H 1.3044 0.5887 0.5309 0.102 Uiso 1 1 calc R . .
H22C H 1.1872 0.5672 0.5832 0.102 Uiso 1 1 calc R . .
C23 C 0.4173(2) 0.4678(2) 0.28129(17) 0.0712(7) Uani 1 1 d . . .
H23 H 0.3430 0.4294 0.2930 0.085 Uiso 1 1 calc R . .
C24 C 0.4536(2) 0.5665(2) 0.32457(19) 0.0759(7) Uani 1 1 d . . .
H24 H 0.4037 0.5951 0.3650 0.091 Uiso 1 1 calc R . .
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'
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
_geom_angle_publ_flag
C2 C1 C4 119.44(16) . . ?
C2 C1 C3 120.93(16) . . ?
C4 C1 C3 119.63(15) . . ?
C1 C2 C8 119.12(16) . . ?
C1 C2 C9 123.69(16) . . ?
C8 C2 C9 117.19(16) . . ?
C7 C3 C5 117.60(17) . . ?
C7 C3 C1 121.42(15) . . ?
C5 C3 C1 120.97(16) . . ?
C13 C4 C15 117.52(17) . . ?
C13 C4 C1 119.50(16) . . ?
C15 C4 C1 122.96(17) . . ?
C10 C5 C3 121.35(18) . . ?
C7 C6 C19 122.38(18) . . ?
C6 C7 C3 119.95(17) . . ?
C6 C7 C14 120.75(17) . . ?
C3 C7 C14 118.97(16) . . ?
C12 C8 C2 121.95(17) . . ?
C11 C9 C17 118.17(18) . . ?
C11 C9 C2 121.77(16) . . ?
C17 C9 C2 120.00(17) . . ?
C5 C10 C19 121.47(18) . . ?
C20 C11 C9 119.83(19) . . ?
C20 C11 C14 121.32(19) . . ?
C9 C11 C14 118.79(16) . . ?
C8 C12 C13 120.75(18) . . ?
C12 C13 C4 119.16(17) . . ?
C12 C13 C18 121.52(18) . . ?
C4 C13 C18 119.31(18) . . ?
C11 C14 C7 107.41(15) . . ?
C16 C15 C4 120.99(19) . . ?
C15 C16 C21 121.13(19) . . ?
C23 C17 C9 121.2(2) . . ?
C21 C18 C13 121.1(2) . . ?
C10 C19 C6 117.17(17) . . ?
C10 C19 C22 122.11(19) . . ?
C6 C19 C22 120.70(18) . . ?
C24 C20 C11 121.1(2) . . ?
C18 C21 C16 119.9(2) . . ?
C17 C23 C24 120.4(2) . . ?
C23 C24 C20 119.2(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.388(2) . ?
C1 C4 1.444(2) . ?
C1 C3 1.486(2) . ?
C2 C8 1.422(2) . ?
C2 C9 1.482(3) . ?
C3 C7 1.394(2) . ?
C3 C5 1.402(2) . ?
C4 C13 1.414(3) . ?
C4 C15 1.419(2) . ?
C5 C10 1.372(3) . ?
C6 C7 1.385(3) . ?
C6 C19 1.388(3) . ?
C7 C14 1.508(2) . ?
C8 C12 1.350(3) . ?
C9 C11 1.396(3) . ?
C9 C17 1.402(3) . ?
C10 C19 1.384(3) . ?
C11 C20 1.386(3) . ?
C11 C14 1.505(3) . ?
C12 C13 1.410(3) . ?
C13 C18 1.416(3) . ?
C15 C16 1.358(3) . ?
C16 C21 1.389(3) . ?
C17 C23 1.372(3) . ?
C18 C21 1.349(3) . ?
C19 C22 1.498(3) . ?
C20 C24 1.382(3) . ?
C23 C24 1.377(3) . ?
