#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:35:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180306 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/20/7152041.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_7152041
loop_
_publ_author_name
'Iaroshenko, Viktor O.'
'Bunescu, Alina'
'Spannenberg, Anke'
'Supe, Linda'
'Milyutina, Maria'
'Langer, Peter'
_publ_section_title
;
 3-Methoxalylchromones - versatile reagents for the regioselective
 synthesis of functionalized 2,4'-dihydroxybenzophenones, potential
 UV-filters.
;
_journal_issue                   21
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7554
_journal_page_last               7558
_journal_paper_doi               10.1039/c1ob05931a
_journal_volume                  9
_journal_year                    2011
_chemical_formula_sum            'C25 H22 O7'
_chemical_formula_weight         434.43
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_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                 99.49(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.152(2)
_cell_length_b                   8.2423(16)
_cell_length_c                   12.511(3)
_cell_measurement_reflns_used    7185
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.65
_cell_measurement_theta_min      1.96
_cell_volume                     1032.5(4)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        X-AREA
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       ω
_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  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17051
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         2532
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0276
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0512P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0688
_reflns_number_gt                2287
_reflns_number_total             2532
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ob05931a.txt
_cod_data_source_block           ks1186
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7152041
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
C1 C 1.09553(17) 0.6565(2) 1.23809(14) 0.0256(4) Uani 1 1 d .
C2 C 1.0267(2) 0.6117(3) 1.32095(16) 0.0328(4) Uani 1 1 d .
H2 H 1.0605 0.6414 1.3937 0.039 Uiso 1 1 calc R
C3 C 0.9105(2) 0.5251(3) 1.29789(17) 0.0354(4) Uani 1 1 d .
H3 H 0.8644 0.4955 1.3551 0.042 Uiso 1 1 calc R
C4 C 0.85851(18) 0.4797(2) 1.19231(17) 0.0325(4) Uani 1 1 d .
H4 H 0.7774 0.4202 1.1774 0.039 Uiso 1 1 calc R
C5 C 0.92606(16) 0.5219(2) 1.10960(15) 0.0251(4) Uani 1 1 d .
H5 H 0.8913 0.4902 1.0375 0.030 Uiso 1 1 calc R
C6 C 1.04581(16) 0.6113(2) 1.13014(14) 0.0218(3) Uani 1 1 d .
C7 C 1.12557(15) 0.6464(2) 1.04532(13) 0.0215(3) Uani 1 1 d .
C8 C 1.08425(16) 0.5949(2) 0.93019(14) 0.0210(3) Uani 1 1 d .
C9 C 1.17652(16) 0.5143(2) 0.87867(13) 0.0202(3) Uani 1 1 d .
C10 C 1.14616(16) 0.4797(2) 0.76752(14) 0.0223(3) Uani 1 1 d .
C11 C 1.02383(17) 0.5334(2) 0.70878(14) 0.0241(3) Uani 1 1 d .
C12 C 0.92959(16) 0.6149(2) 0.76004(14) 0.0236(3) Uani 1 1 d .
C13 C 0.96109(16) 0.6425(2) 0.86981(14) 0.0231(3) Uani 1 1 d .
H13 H 0.8977 0.6954 0.9058 0.028 Uiso 1 1 calc R
C14 C 1.30300(16) 0.4559(2) 0.94801(14) 0.0213(3) Uani 1 1 d .
C15 C 1.53374(17) 0.4878(3) 0.99858(18) 0.0368(5) Uani 1 1 d .
H15A H 1.5588 0.3827 0.9712 0.055 Uiso 1 1 calc R
H15B H 1.5222 0.4764 1.0745 0.055 Uiso 1 1 calc R
H15C H 1.6042 0.5673 0.9934 0.055 Uiso 1 1 calc R
C16 C 1.23478(17) 0.3836(2) 0.70822(14) 0.0237(3) Uani 1 1 d .
C17 C 1.42809(19) 0.2216(3) 0.71861(18) 0.0358(4) Uani 1 1 d .
H17A H 1.4602 0.2881 0.6633 0.054 Uiso 1 1 calc R
H17B H 1.3814 0.1261 0.6844 0.054 Uiso 1 1 calc R
H17C H 1.5041 0.1866 0.7724 0.054 Uiso 1 1 calc R
C18 C 0.79978(17) 0.6650(3) 0.69137(15) 0.0295(4) Uani 1 1 d .
H18A H 0.7514 0.5660 0.6623 0.035 Uiso 1 1 calc R
H18B H 0.8202 0.7285 0.6289 0.035 Uiso 1 1 calc R
C19 C 0.70811(16) 0.7649(2) 0.74965(14) 0.0272(4) Uani 1 1 d .
H19A H 0.6881 0.7036 0.8131 0.033 Uiso 1 1 calc R
H19B H 0.7539 0.8667 0.7764 0.033 Uiso 1 1 calc R
C20 C 0.57890(16) 0.8053(2) 0.67568(13) 0.0233(3) Uani 1 1 d .
C21 C 0.57738(18) 0.9085(2) 0.58810(15) 0.0275(4) Uani 1 1 d .
H21 H 0.6579 0.9591 0.5766 0.033 Uiso 1 1 calc R
C22 C 0.46015(18) 0.9390(2) 0.51701(15) 0.0298(4) Uani 1 1 d .
H22 H 0.4607 1.0103 0.4574 0.036 Uiso 1 1 calc R
C23 C 0.34235(18) 0.8656(2) 0.53291(15) 0.0292(4) Uani 1 1 d .
H23 H 0.2621 0.8845 0.4836 0.035 Uiso 1 1 calc R
C24 C 0.34218(17) 0.7650(2) 0.62073(16) 0.0296(4) Uani 1 1 d .
H24 H 0.2613 0.7155 0.6325 0.036 Uiso 1 1 calc R
C25 C 0.45962(17) 0.7354(2) 0.69230(15) 0.0274(4) Uani 1 1 d .
H25 H 0.4582 0.6668 0.7531 0.033 Uiso 1 1 calc R
O1 O 1.20987(13) 0.73981(18) 1.26566(11) 0.0335(3) Uani 1 1 d .
O2 O 1.23389(11) 0.71742(17) 1.06782(10) 0.0299(3) Uani 1 1 d .
O3 O 1.30277(12) 0.34531(16) 1.01026(10) 0.0303(3) Uani 1 1 d .
O4 O 1.40961(11) 0.54225(15) 0.93453(10) 0.0260(3) Uani 1 1 d .
O5 O 1.21487(13) 0.36713(18) 0.61022(10) 0.0330(3) Uani 1 1 d .
O6 O 1.33696(12) 0.31633(16) 0.77160(10) 0.0284(3) Uani 1 1 d .
O7 O 0.99020(13) 0.50870(18) 0.60131(10) 0.0324(3) Uani 1 1 d .
H1 H 1.242(2) 0.746(3) 1.208(2) 0.033(6) Uiso 1 1 d .
H7 H 1.058(3) 0.452(3) 0.581(2) 0.049(7) Uiso 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 0.0000 '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 0.0000 '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
O1 C1 C2 117.56(17)
O1 C1 C6 122.55(16)
C2 C1 C6 119.88(17)
C3 C2 C1 120.16(19)
C2 C3 C4 121.31(17)
C5 C4 C3 119.20(18)
C4 C5 C6 121.13(17)
C5 C6 C1 118.32(15)
C5 C6 C7 122.31(16)
C1 C6 C7 119.16(15)
O2 C7 C6 120.35(15)
O2 C7 C8 116.86(15)
C6 C7 C8 122.75(15)
C9 C8 C13 119.46(15)
C9 C8 C7 118.64(14)
C13 C8 C7 121.47(15)
C8 C9 C10 120.13(15)
C8 C9 C14 117.48(15)
C10 C9 C14 122.22(14)
C9 C10 C11 118.99(15)
C9 C10 C16 123.45(15)
C11 C10 C16 117.53(15)
O7 C11 C10 122.05(15)
O7 C11 C12 116.59(15)
C10 C11 C12 121.35(15)
C13 C12 C11 118.03(15)
C13 C12 C18 124.11(15)
C11 C12 C18 117.85(15)
C12 C13 C8 121.97(15)
O3 C14 O4 125.33(16)
O3 C14 C9 121.66(15)
O4 C14 C9 112.98(14)
O5 C16 O6 122.82(16)
O5 C16 C10 123.30(17)
O6 C16 C10 113.88(15)
C12 C18 C19 115.02(15)
C20 C19 C18 111.37(14)
C21 C20 C25 118.51(16)
C21 C20 C19 120.97(16)
C25 C20 C19 120.50(16)
C20 C21 C22 121.03(17)
C23 C22 C21 119.95(17)
C24 C23 C22 119.53(16)
C23 C24 C25 120.41(16)
C20 C25 C24 120.53(16)
C14 O4 C15 114.58(14)
C16 O6 C17 116.66(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.344(2)
C1 C2 1.392(3)
C1 C6 1.412(2)
C2 C3 1.369(3)
C3 C4 1.391(3)
C4 C5 1.377(3)
C5 C6 1.408(2)
C6 C7 1.466(2)
C7 O2 1.237(2)
C7 C8 1.494(2)
C8 C9 1.390(2)
C8 C13 1.406(2)
C9 C10 1.403(2)
C9 C14 1.505(2)
C10 C11 1.406(2)
C10 C16 1.486(2)
C11 O7 1.347(2)
C11 C12 1.407(2)
C12 C13 1.377(2)
C12 C18 1.507(2)
C14 O3 1.199(2)
C14 O4 1.329(2)
C15 O4 1.449(2)
C16 O5 1.217(2)
C16 O6 1.320(2)
C17 O6 1.452(2)
C18 C19 1.516(2)
C19 C20 1.512(2)
C20 C21 1.385(3)
C20 C25 1.387(2)
C21 C22 1.386(3)
C22 C23 1.383(3)
C23 C24 1.377(3)
C24 C25 1.389(3)
