#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/20/7102071.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_7102071
loop_
_publ_author_name
'Cheng, Gang'
'Hu, Youhong'
_publ_section_title
;
 One-pot synthesis of furocoumarins through cascade
 addition-cyclization-oxidation.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3285
_journal_page_last               3287
_journal_paper_doi               10.1039/b705315k
_journal_year                    2007
_chemical_formula_sum            'C17 H10 O3'
_chemical_formula_weight         262.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 99.352(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.695(2)
_cell_length_b                   7.0754(11)
_cell_length_c                   14.000(2)
_cell_measurement_reflns_used    1070
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      44.304
_cell_measurement_theta_min      5.898
_cell_volume                     1240.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.1179
_diffrn_reflns_av_sigmaI/netI    0.1165
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7044
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75182
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.421
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2693
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.873
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0808P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1379
_refine_ls_wR_factor_ref         0.1726
_reflns_number_gt                1422
_reflns_number_total             2693
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b705315k.txt
_cod_data_source_block           cd26248
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7102071
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'
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
O1 O 0.81733(15) 0.0694(3) 0.44702(13) 0.0694(6) Uani 1 1 d .
O2 O 0.68228(14) 0.1078(2) 0.52714(12) 0.0538(5) Uani 1 1 d .
O3 O 0.89227(12) 0.1238(2) 0.77883(11) 0.0429(5) Uani 1 1 d .
C1 C 0.7910(2) 0.0905(4) 0.52489(18) 0.0492(7) Uani 1 1 d .
C2 C 0.85843(19) 0.0991(3) 0.61872(17) 0.0430(6) Uani 1 1 d .
C3 C 0.81518(19) 0.1193(3) 0.69967(17) 0.0403(6) Uani 1 1 d .
C4 C 0.70445(18) 0.1399(3) 0.70218(17) 0.0413(6) Uani 1 1 d .
C5 C 0.6406(2) 0.1356(3) 0.61105(18) 0.0450(6) Uani 1 1 d .
C6 C 0.5317(2) 0.1640(4) 0.6010(2) 0.0551(7) Uani 1 1 d .
H6 H 0.4896 0.1616 0.5401 0.066 Uiso 1 1 calc R
C7 C 0.4862(2) 0.1958(4) 0.6824(2) 0.0611(8) Uani 1 1 d .
H7 H 0.4128 0.2132 0.6763 0.073 Uiso 1 1 calc R
C8 C 0.5481(2) 0.2022(4) 0.7731(2) 0.0605(8) Uani 1 1 d .
H8 H 0.5163 0.2250 0.8273 0.073 Uiso 1 1 calc R
C9 C 0.6566(2) 0.1750(4) 0.78325(19) 0.0513(7) Uani 1 1 d .
H9 H 0.6981 0.1800 0.8444 0.062 Uiso 1 1 calc R
C10 C 0.9705(2) 0.0907(3) 0.64715(18) 0.0450(6) Uani 1 1 d .
H10 H 1.0214 0.0766 0.6068 0.054 Uiso 1 1 calc R
C11 C 0.98902(19) 0.1072(3) 0.74435(17) 0.0404(6) Uani 1 1 d .
C12 C 1.08428(18) 0.1071(3) 0.81806(17) 0.0401(6) Uani 1 1 d .
C13 C 1.0771(2) 0.1176(3) 0.91578(18) 0.0495(7) Uani 1 1 d .
H13 H 1.0105 0.1280 0.9349 0.059 Uiso 1 1 calc R
C14 C 1.1681(2) 0.1127(4) 0.9850(2) 0.0583(7) Uani 1 1 d .
H14 H 1.1627 0.1186 1.0503 0.070 Uiso 1 1 calc R
C15 C 1.2671(2) 0.0991(4) 0.9569(2) 0.0602(8) Uani 1 1 d .
H15 H 1.3284 0.0949 1.0033 0.072 Uiso 1 1 calc R
C16 C 1.2750(2) 0.0917(4) 0.8605(2) 0.0590(8) Uani 1 1 d .
H16 H 1.3420 0.0849 0.8419 0.071 Uiso 1 1 calc R
C17 C 1.1848(2) 0.0943(4) 0.7906(2) 0.0511(7) Uani 1 1 d .
H17 H 1.1911 0.0876 0.7254 0.061 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
C5 O2 C1 123.4(2)
C3 O3 C11 105.93(17)
O1 C1 O2 117.1(2)
O1 C1 C2 128.2(2)
O2 C1 C2 114.7(2)
C3 C2 C10 107.3(2)
C3 C2 C1 120.4(2)
C10 C2 C1 132.3(2)
C2 C3 O3 110.6(2)
C2 C3 C4 125.0(2)
O3 C3 C4 124.3(2)
C9 C4 C5 118.9(2)
C9 C4 C3 127.1(2)
C5 C4 C3 113.9(2)
O2 C5 C6 116.7(2)
O2 C5 C4 122.4(2)
C6 C5 C4 120.8(2)
C7 C6 C5 119.1(3)
C7 C6 H6 120.5
C5 C6 H6 120.5
C6 C7 C8 120.9(2)
C6 C7 H7 119.5
C8 C7 H7 119.5
C9 C8 C7 120.1(3)
C9 C8 H8 119.9
C7 C8 H8 119.9
C8 C9 C4 120.1(2)
C8 C9 H9 119.9
C4 C9 H9 119.9
C11 C10 C2 106.4(2)
C11 C10 H10 126.8
C2 C10 H10 126.8
C10 C11 O3 109.7(2)
C10 C11 C12 134.7(2)
O3 C11 C12 115.5(2)
C13 C12 C17 119.0(2)
C13 C12 C11 121.2(2)
C17 C12 C11 119.7(2)
C14 C13 C12 120.5(2)
C14 C13 H13 119.7
C12 C13 H13 119.7
C15 C14 C13 119.9(3)
C15 C14 H14 120.1
C13 C14 H14 120.1
C16 C15 C14 119.9(3)
C16 C15 H15 120.0
C14 C15 H15 120.0
C15 C16 C17 120.9(3)
C15 C16 H16 119.6
C17 C16 H16 119.6
C16 C17 C12 119.7(2)
C16 C17 H17 120.1
C12 C17 H17 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.200(3)
O2 C5 1.378(3)
O2 C1 1.391(3)
O3 C3 1.355(3)
O3 C11 1.396(3)
C1 C2 1.448(3)
C2 C3 1.345(3)
C2 C10 1.415(3)
C3 C4 1.419(3)
C4 C9 1.394(3)
C4 C5 1.396(3)
C5 C6 1.382(3)
C6 C7 1.378(4)
C6 H6 0.9300
C7 C8 1.380(4)
C7 H7 0.9300
C8 C9 1.375(3)
C8 H8 0.9300
C9 H9 0.9300
C10 C11 1.348(3)
C10 H10 0.9300
C11 C12 1.457(3)
C12 C13 1.388(3)
C12 C17 1.395(3)
C13 C14 1.383(4)
C13 H13 0.9300
C14 C15 1.379(4)
C14 H14 0.9300
C15 C16 1.371(4)
C15 H15 0.9300
C16 C17 1.380(4)
C16 H16 0.9300
C17 H17 0.9300
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
C5 O2 C1 O1 -178.9(2)
C5 O2 C1 C2 1.5(3)
O1 C1 C2 C3 -178.4(3)
O2 C1 C2 C3 1.0(4)
O1 C1 C2 C10 1.8(5)
O2 C1 C2 C10 -178.8(2)
C10 C2 C3 O3 -0.2(3)
C1 C2 C3 O3 179.9(2)
C10 C2 C3 C4 177.7(2)
C1 C2 C3 C4 -2.2(4)
C11 O3 C3 C2 0.6(3)
C11 O3 C3 C4 -177.3(2)
C2 C3 C4 C9 -174.9(2)
O3 C3 C4 C9 2.7(4)
C2 C3 C4 C5 0.7(4)
O3 C3 C4 C5 178.3(2)
C1 O2 C5 C6 175.4(2)
C1 O2 C5 C4 -3.2(4)
C9 C4 C5 O2 177.9(2)
C3 C4 C5 O2 1.9(3)
C9 C4 C5 C6 -0.5(4)
C3 C4 C5 C6 -176.5(2)
O2 C5 C6 C7 -178.9(2)
C4 C5 C6 C7 -0.3(4)
C5 C6 C7 C8 0.9(4)
C6 C7 C8 C9 -0.6(4)
C7 C8 C9 C4 -0.3(4)
C5 C4 C9 C8 0.8(4)
C3 C4 C9 C8 176.3(2)
C3 C2 C10 C11 -0.3(3)
C1 C2 C10 C11 179.6(3)
C2 C10 C11 O3 0.6(3)
C2 C10 C11 C12 179.0(2)
C3 O3 C11 C10 -0.8(3)
C3 O3 C11 C12 -179.49(19)
C10 C11 C12 C13 -176.6(3)
O3 C11 C12 C13 1.7(3)
C10 C11 C12 C17 2.8(4)
O3 C11 C12 C17 -178.9(2)
C17 C12 C13 C14 -0.9(4)
C11 C12 C13 C14 178.4(2)
C12 C13 C14 C15 0.6(4)
C13 C14 C15 C16 0.4(4)
C14 C15 C16 C17 -1.2(4)
C15 C16 C17 C12 0.9(4)
C13 C12 C17 C16 0.2(4)
C11 C12 C17 C16 -179.1(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149659
