data_2001547
_journal_name_full 'Acta Crystallographica, Section C'
_journal_year 1993
_journal_volume C49
_journal_page_first 1380
_journal_page_last 1384
_publ_section_title
;
Synthesis and Structure of New Families of Potential Antitumor or Antiviral
Agents. I.
4b,6a-bis(acetyloxy)-4b,6a,10b,10c-tetrahydrobenzo[3,4]-cyclo-buta[1,2-a]
biphenylene
;
loop_
_publ_author_name
'Ianelli, S.'
'Nardelli*, M. '
'Belletti, D.'
"Jamart-Gr\'egoire, B. "
'Mouaddib, A.  '
'Caub\`ere, P. '
_chemical_name_systematic
;
4b,6a-bis(acetyloxy)-4b,6a,10b,10c-tetrahydrobenzo[3,4]-cyclo-buta[1,2a]
biphenylene
;
_chemical_formula_sum 'C22 H18 O4'
_chemical_formula_analytical 'C22 H18 O4'
_chemical_formula_weight 346.38
_symmetry_cell_setting 'monoclinic'
_symmetry_space_group_name_H-M 'P 21/c'
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'
_cell_length_a 11.9150(10)
_cell_length_b 19.228(3)
_cell_length_c 8.0500(10)
_cell_angle_alpha 90
_cell_angle_beta 99.100(10)
_cell_angle_gamma 90
_cell_volume 1821.1(4)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 30
_cell_measurement_theta_min 25.3
_cell_measurement_theta_max 43.4
_cell_measurement_temperature 293(2)
_exptl_crystal_description
;
 tabular prisms
;
_exptl_crystal_colour 'colourless'
_exptl_crystal_size_max .75
_exptl_crystal_size_mid .33
_exptl_crystal_size_min .23
_exptl_crystal_density_diffrn 1.263
_exptl_crystal_F_000 728
_exptl_absorpt_coefficient_mu .667
_exptl_absorpt_correction_type 'none'
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_type 'X-ray Cu-K\a mean'
_diffrn_radiation_wavelength 1.54178
_diffrn_radiation_source 'standard Cu anode'
_diffrn_radiation_monochromator 'Ni-filter'
_diffrn_measurement_device 'Siemens-AED diffractometer'
_diffrn_measurement_method '\q-2\q scan'
_diffrn_reflns_number 3717
_diffrn_reflns_av_R_equivalents 0.0154
_diffrn_reflns_av_sigmaI/netI 0.0135
_diffrn_reflns_theta_min 3.76
_diffrn_reflns_theta_max 70.25
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_reduction_process
;
Standard. Lp correction.
;
_diffrn_standards_number 1
_diffrn_standards_interval_count 50
_diffrn_standards_decay_% 'within statistical fluctuation'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-7 3 3
_reflns_number_total 3470
_reflns_number_observed 3106
_reflns_observed_criterion 'I>2sigma(I)'
_refine_ls_structure_factor_coef 'Fsqd'
_refine_ls_matrix_type 'full'
_refine_ls_R_factor_all 0.0506
_refine_ls_R_factor_obs 0.0459
_refine_ls_wR_factor_all 0.1413
_refine_ls_wR_factor_obs 0.1266
_refine_ls_goodness_of_fit_all 1.058
_refine_ls_goodness_of_fit_obs 1.101
_refine_ls_restrained_S_all 1.160
_refine_ls_restrained_S_obs 1.101
_refine_ls_number_reflns 3456
_refine_ls_number_parameters 241
_refine_ls_number_restraints 0
_refine_ls_hydrogen_treatment 'refU'
_refine_ls_weighting_scheme
;calc w = 1/[\s^2^(F~o~^2^)+(0.0803P)^2^+0.3073P]
where P = (F~o~^2^+2F~c~^2^)/3
;
_refine_ls_shift/esd_max -0.003
_refine_ls_shift/esd_mean 0.000
_refine_diff_density_max 0.300
_refine_diff_density_min -0.197
_refine_ls_extinction_method
;'F~c~^*^ = kF~c~[1+0.001F~c~^2^\l^3^/sin(2\q)]^-1/4^
(SHELXL92; Sheldrick, 1992)
;
_refine_ls_extinction_coef 'k = 0.0321(15)'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O Oxygen .047 .032 ' IntTabIV  Table 2.2A 2.3.1'
C Carbon .017 .009 ' IntTabIV  Table 2.2A 2.3.1'
H Hydrogen .000 .000 ' IntTabIV  Table 2.2C  '
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
O1A .29585(8) .55784(5) .09140(10)
 .0382(3) Uani . . O
O2A .47960(10)
 .58880(7) .1225(2) .0587(4) Uani . . O
C1A .32140(10)
 .62365(7) .3673(2) .0357(4) Uani . . C
C2A .40150(10)
 .67465(7) .4199(2) .0445(4) Uani . . C
C3A .3663(2) .72562(8) .5236(2) .0551(6) Uani . . C
C4A .2591(2) .72509(8) .5702(2) .0565(6) Uani . . C
C5A .1792(2) .67408(8) .5159(2) .0479(5) Uani . . C
C6A .21460(10)
 .62352(7) .4129(2) .0367(4) Uani . . C
C7A .17590(10)
 .55791(6) .3139(2) .0333(4) Uani . . C
C8A .30060(10)
 .55472(6) .2731(2) .0320(4) Uani . . C
C9A .37140(10)
 .49519(7) .3474(2) .0359(4) Uani . . C
C10A .39130(10)
  .57661(7) .0321(2) .0411(5) Uani . . C
C11A .3710(2) .58010(10)
   -.1550(2) .0614(6) Uani . . C
O1B .21967(9) .43300(5) .65840(10)
 .0458(3) Uani . . O
O2B .28830(10)
 .32433(7) .6641(2) .0665(5) Uani . . O
C1B .14160(10)
 .38709(7) .3676(2) .0393(4) Uani . . C
C2B .1299(2) .31839(8) .3164(2) .0512(5) Uani . . C
C3B .0383(2) .30500(9) .1904(2) .0591(6) Uani . . C
C4B -.0355(2) .35690(10)
   .1208(2) .0580(6) Uani . . C
C5B -.02180(10)
  .42596(9) .1714(2) .0505(5) Uani . . C
C6B .06910(10)
 .43881(7) .2976(2) .0390(4) Uani . . C
C7B .13190(10)
 .49642(7) .4042(2) .0349(4) Uani . . C
C8B .21820(10)
 .43814(7) .4778(2) .0356(4) Uani . . C
C9B .33620(10)
 .44502(7) .4391(2) .0390(4) Uani . . C
C10B .2563(2) .37336(9) .7370(2) .0509(5) Uani . . C
C11B .2508(2) .37700(10)
   .9208(2) .0695(7) Uani . . C
H2A .47250(10)
 .67485(7) .3887(2) .0628(17) Uiso . C2A H
H3A .4159(2) .76080(8) .5625(2) .0628(17) Uiso . C3A H
H4A .2403(2) .75977(8) .6395(2) .0628(17) Uiso . C4A H
H5A .1079(2) .67387(8) .5461(2) .0628(17) Uiso . C5A H
H7A .12290(10)
 .56954(6) .2136(2) .039(3)   Uiso . C7A H
H9A .44530(10)
 .49318(7) .3280(2) .0628(17) Uiso . C9A H
H11A .3039(10) .6079(9) -.1924(2) .134(5)   Uiso . C11A H
H11B .3597(17) .53350(10)
-.2008(2) .134(5)   Uiso . C11A H
H11C .4362(8) .6011(10) -.1937(2) .134(5)   Uiso . C11A H
H2B .1791(2) .28410(8) .3623(2) .0628(17) Uiso . C2B H
H3B .0262(2) .26016(9) .1518(2) .0628(17) Uiso . C3B H
H4B -.0953(2) .34530(10)
   .0387(2) .0628(17) Uiso . C4B H
H5B -.06970(10)
  .46067(9) .1244(2) .0628(17) Uiso . C5B H
H7B .08810(10)
 .51235(7) .4887(2) .039(3)   Uiso . C7B H
H9B .38840(10)
 .41184(7) .4823(2) .0628(17) Uiso . C9B H
H11D .1720(2) .3780(10) .9374(3) .134(5)   Uiso . C11B H
H11E .2888(15) .4189(5) .9676(5) .134(5)   Uiso . C11B H
H11F .2881(15) .3366(5) .9767(4) .134(5)   Uiso . C11B H