#------------------------------------------------------------------------------
#$Date: 2020-10-19 10:35:42 +0300 (Mon, 19 Oct 2020) $
#$Revision: 258458 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/61/4036120.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_4036120
loop_
_publ_author_name
'Meng, Ling'
'Yang, Wen'
'Pan, Xuejing'
'Tao, Meng'
'Cheng, Guo'
'Wang, Sanyong'
'Zeng, Heping'
'Long, Yuhua'
'Yang, Dingqiao'
_publ_section_title
;
 Platinum-catalyzed asymmetric ring-opening reactions of
 oxabenzonorbornadienes with phenols.
;
_journal_issue                   5
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2503
_journal_page_last               2512
_journal_paper_doi               10.1021/acs.joc.5b00065
_journal_volume                  80
_journal_year                    2015
_chemical_formula_sum            'C17 H16 O2'
_chemical_formula_weight         252.3
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_H-M   'P 1 21 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                 95.046(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.449(5)
_cell_length_b                   4.911(2)
_cell_length_c                   12.034(5)
_cell_measurement_temperature    296(2)
_cell_volume                     674.0(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3901
_diffrn_reflns_theta_full        27.75
_diffrn_reflns_theta_max         27.75
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             268
_refine_diff_density_max         0.105
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.735
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2744
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.735
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_mean         0.038
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.2601P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1676
_reflns_number_gt                1399
_reflns_number_total             2744
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b00065_si_002.cif
_cod_data_source_block           ll
_cod_depositor_comments
;

2020-10-10
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         25.23
_cod_original_formula_units_Z            20
_cod_original_cell_volume        674.1(5)
_cod_original_sg_symbol_H-M      P21
_cod_original_formula_sum        'C1.70 H1.60 O0.20'
_cod_database_code               4036120
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C5 C 0.4087(3) 0.3022(7) 0.7586(3) 0.0610(8) Uani 1 1 d .
C6 C 0.3106(3) 0.2943(8) 0.6810(3) 0.0710(9) Uani 1 1 d .
C9 C 0.4067(3) 0.5006(7) 0.8535(2) 0.0620(8) Uani 1 1 d .
H9 H 0.4282 0.6770 0.8231 0.074 Uiso 1 1 calc R
C11 C 0.2066(3) 0.3500(7) 1.0547(3) 0.0647(10) Uani 1 1 d .
C12 C 0.2414(3) 0.1880(9) 1.1437(3) 0.0760(11) Uani 1 1 d .
H12 H 0.2983 0.0551 1.1373 0.091 Uiso 1 1 calc R
C14 C 0.1060(3) 0.4143(10) 1.2552(3) 0.0780(11) Uani 1 1 d .
C10 C 0.2857(3) 0.5410(7) 0.8938(3) 0.0658(9) Uani 1 1 d .
H10 H 0.2866 0.7028 0.9415 0.079 Uiso 1 1 calc R
C8 C 0.1964(3) 0.5776(9) 0.7972(3) 0.0819(11) Uani 1 1 d .
H8 H 0.1305 0.6843 0.8051 0.098 Uiso 1 1 calc R
C3 C 0.5034(4) -0.0217(9) 0.6489(3) 0.0862(12) Uani 1 1 d .
H3 H 0.5684 -0.1294 0.6387 0.103 Uiso 1 1 calc R
C2 C 0.4088(5) -0.0294(10) 0.5726(3) 0.0972(14) Uani 1 1 d .
H2 H 0.4093 -0.1410 0.5102 0.117 Uiso 1 1 calc R
C17 C 0.1201(3) 0.5365(9) 1.0637(3) 0.0811(11) Uani 1 1 d .
H17 H 0.0942 0.6429 1.0025 0.097 Uiso 1 1 calc R
C4 C 0.5040(4) 0.1443(8) 0.7412(3) 0.0721(10) Uani 1 1 d .
H4 H 0.5698 0.1491 0.7923 0.086 Uiso 1 1 calc R
C13 C 0.1918(4) 0.2225(10) 1.2434(3) 0.0880(13) Uani 1 1 d .
H13 H 0.2170 0.1135 1.3040 0.106 Uiso 1 1 calc R
C16 C 0.0704(3) 0.5687(10) 1.1640(3) 0.0868(12) Uani 1 1 d .
H16 H 0.0117 0.6978 1.1692 0.104 Uiso 1 1 calc R
C7 C 0.2098(3) 0.4605(10) 0.7006(3) 0.0867(12) Uani 1 1 d .
H7 H 0.1518 0.4855 0.6424 0.104 Uiso 1 1 calc R
C1 C 0.3122(4) 0.1281(10) 0.5878(3) 0.0895(13) Uani 1 1 d .
H1 H 0.2475 0.1233 0.5353 0.107 Uiso 1 1 calc R
C15 C 0.0555(4) 0.4572(14) 1.3654(3) 0.1144(16) Uani 1 1 d .
H15A H 0.0506 0.2855 1.4029 0.172 Uiso 1 1 calc R
H15B H -0.0215 0.5348 1.3527 0.172 Uiso 1 1 calc R
H15C H 0.1051 0.5785 1.4108 0.172 Uiso 1 1 calc R
O1 O 0.2608(2) 0.3051(5) 0.95815(18) 0.0671(6) Uani 1 1 d .
O2 O 0.4924(2) 0.4465(5) 0.94241(19) 0.0731(7) Uani 1 1 d .
H2A H 0.4820 0.2936 0.9671 0.110 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'
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
C4 C5 C6 119.1(3)
C4 C5 C9 123.3(3)
C6 C5 C9 117.5(3)
C1 C6 C5 119.3(4)
C1 C6 C7 122.0(4)
C5 C6 C7 118.7(3)
O2 C9 C5 113.5(3)
O2 C9 C10 112.0(2)
C5 C9 C10 113.7(3)
C17 C11 C12 119.6(3)
C17 C11 O1 123.9(3)
C12 C11 O1 116.4(3)
C11 C12 C13 119.7(4)
C16 C14 C13 117.5(4)
C16 C14 C15 121.2(4)
C13 C14 C15 121.3(4)
O1 C10 C8 111.3(3)
O1 C10 C9 107.2(3)
C8 C10 C9 110.4(3)
C7 C8 C10 120.7(3)
C2 C3 C4 120.6(4)
C3 C2 C1 119.8(4)
C11 C17 C16 120.2(4)
C5 C4 C3 120.7(4)
C14 C13 C12 121.7(4)
C14 C16 C17 121.3(4)
C8 C7 C6 123.1(3)
C2 C1 C6 120.4(4)
C11 O1 C10 116.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C5 C4 1.369(5)
C5 C6 1.397(5)
C5 C9 1.502(5)
C6 C1 1.389(5)
C6 C7 1.450(5)
C9 O2 1.412(4)
C9 C10 1.521(5)
C11 C17 1.361(5)
C11 C12 1.365(5)
C11 O1 1.382(4)
C12 C13 1.382(5)
C14 C16 1.367(5)
C14 C13 1.377(6)
C14 C15 1.508(5)
C10 O1 1.436(4)
C10 C8 1.490(5)
C8 C7 1.317(5)
C3 C2 1.358(6)
C3 C4 1.377(5)
C2 C1 1.375(6)
C17 C16 1.387(4)
