#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:26:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180182 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/78/7107865.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_7107865
loop_
_publ_author_name
'Feijun Wang'
'Mingliang Qu'
'Xi Lu'
'Feng Chen'
'Min Shi'
_publ_section_title
;
 Me3SiI-promoted reaction of salicylic aldehydes with ketones: a facile
 way to construct benzopyranic [2,3-b]ketals and spiroketals
;
_journal_name_full               Chem.Commun.
_journal_page_first              6259
_journal_paper_doi               10.1039/c2cc32545d
_journal_volume                  48
_journal_year                    2012
_chemical_formula_sum            'C17 H16 O2'
_chemical_formula_weight         252.30
_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                 109.882(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5424(11)
_cell_length_b                   14.963(2)
_cell_length_c                   10.6477(14)
_cell_measurement_reflns_used    5173
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30.62
_cell_measurement_theta_min      2.45
_cell_volume                     1279.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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      133(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            9120
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.45
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9735
_exptl_absorpt_correction_T_min  0.9670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2777
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0354
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0321P)²+0.5662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0864
_reflns_number_gt                2453
_reflns_number_total             2777
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc32545d.txt
_cod_data_source_block           mo_dm11258_0m
_cod_original_cell_volume        1279.8(3)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7107865
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 0.83265(9) 0.04029(5) 0.34675(8) 0.01986(18) Uani 1 1 d .
O2 O 0.67005(9) 0.16213(5) 0.28606(7) 0.01799(18) Uani 1 1 d .
C1 C 0.96359(13) 0.06056(8) 0.30299(11) 0.0192(2) Uani 1 1 d .
C2 C 0.99614(14) -0.00210(8) 0.21875(12) 0.0240(3) Uani 1 1 d .
H2 H 0.9277 -0.0535 0.1917 0.029 Uiso 1 1 calc R
C3 C 1.12973(15) 0.01115(9) 0.17437(12) 0.0295(3) Uani 1 1 d .
H3 H 1.1531 -0.0314 0.1169 0.035 Uiso 1 1 calc R
C4 C 1.22891(15) 0.08649(10) 0.21395(13) 0.0304(3) Uani 1 1 d .
H4 H 1.3209 0.0954 0.1844 0.037 Uiso 1 1 calc R
C5 C 1.19346(14) 0.14878(9) 0.29676(12) 0.0260(3) Uani 1 1 d .
H5 H 1.2618 0.2003 0.3232 0.031 Uiso 1 1 calc R
C6 C 1.05939(13) 0.13748(8) 0.34230(11) 0.0204(2) Uani 1 1 d .
C7 C 1.01306(14) 0.20701(8) 0.42533(12) 0.0214(2) Uani 1 1 d .
H7A H 0.9560 0.2572 0.3671 0.026 Uiso 1 1 calc R
H7B H 1.1156 0.2308 0.4926 0.026 Uiso 1 1 calc R
C8 C 0.89941(13) 0.16950(7) 0.49646(11) 0.0191(2) Uani 1 1 d .
H8 H 0.9677 0.1325 0.5739 0.023 Uiso 1 1 calc R
C9 C 0.81457(14) 0.24407(8) 0.54837(11) 0.0220(2) Uani 1 1 d .
H9A H 0.7725 0.2195 0.6172 0.026 Uiso 1 1 calc R
H9B H 0.8970 0.2912 0.5906 0.026 Uiso 1 1 calc R
C10 C 0.67163(13) 0.28452(7) 0.43669(11) 0.0192(2) Uani 1 1 d .
C11 C 0.59779(15) 0.36503(8) 0.45335(12) 0.0243(3) Uani 1 1 d .
H11 H 0.6373 0.3946 0.5372 0.029 Uiso 1 1 calc R
C12 C 0.46824(15) 0.40249(8) 0.35019(13) 0.0268(3) Uani 1 1 d .
H12 H 0.4187 0.4568 0.3639 0.032 Uiso 1 1 calc R
C13 C 0.41082(14) 0.36038(8) 0.22643(12) 0.0246(3) Uani 1 1 d .
H13 H 0.3231 0.3864 0.1551 0.029 Uiso 1 1 calc R
C14 C 0.48148(14) 0.28066(8) 0.20725(11) 0.0205(2) Uani 1 1 d .
H14 H 0.4432 0.2520 0.1226 0.025 Uiso 1 1 calc R
C15 C 0.60899(13) 0.24256(7) 0.31265(11) 0.0173(2) Uani 1 1 d .
C16 C 0.76555(13) 0.11049(7) 0.40165(11) 0.0174(2) Uani 1 1 d .
C17 C 0.64990(14) 0.06654(8) 0.46378(12) 0.0212(2) Uani 1 1 d .
H17A H 0.5704 0.0284 0.3974 0.032 Uiso 1 1 calc R
H17B H 0.5894 0.1127 0.4940 0.032 Uiso 1 1 calc R
H17C H 0.7151 0.0301 0.5402 0.032 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
C1 O1 C16 117.64(8)
C15 O2 C16 115.76(8)
O1 C1 C2 115.58(10)
O1 C1 C6 122.68(10)
C2 C1 C6 121.73(10)
C1 C2 C3 119.41(12)
C1 C2 H2 120.3
C3 C2 H2 120.3
C4 C3 C2 120.00(12)
C4 C3 H3 120.0
C2 C3 H3 120.0
C5 C4 C3 119.81(11)
C5 C4 H4 120.1
C3 C4 H4 120.1
C4 C5 C6 121.45(12)
C4 C5 H5 119.3
C6 C5 H5 119.3
C1 C6 C5 117.59(11)
C1 C6 C7 120.26(10)
C5 C6 C7 122.09(11)
C6 C7 C8 112.11(9)
C6 C7 H7A 109.2
C8 C7 H7A 109.2
C6 C7 H7B 109.2
C8 C7 H7B 109.2
H7A C7 H7B 107.9
C16 C8 C7 110.18(9)
C16 C8 C9 108.70(9)
C7 C8 C9 111.70(9)
C16 C8 H8 108.7
C7 C8 H8 108.7
C9 C8 H8 108.7
C10 C9 C8 111.25(9)
C10 C9 H9A 109.4
C8 C9 H9A 109.4
C10 C9 H9B 109.4
C8 C9 H9B 109.4
H9A C9 H9B 108.0
C15 C10 C11 117.62(10)
C15 C10 C9 120.80(10)
C11 C10 C9 121.58(10)
C12 C11 C10 121.41(11)
C12 C11 H11 119.3
C10 C11 H11 119.3
C11 C12 C13 119.81(11)
C11 C12 H12 120.1
C13 C12 H12 120.1
C14 C13 C12 119.98(11)
C14 C13 H13 120.0
C12 C13 H13 120.0
C13 C14 C15 119.67(11)
C13 C14 H14 120.2
C15 C14 H14 120.2
O2 C15 C14 116.02(10)
O2 C15 C10 122.51(10)
C14 C15 C10 121.47(10)
O1 C16 O2 103.62(8)
O1 C16 C17 105.93(9)
O2 C16 C17 109.92(9)
O1 C16 C8 112.70(9)
O2 C16 C8 109.45(9)
C17 C16 C8 114.62(9)
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3837(13)
O1 C16 1.4147(13)
O2 C15 1.3787(13)
O2 C16 1.4473(13)
C1 C2 1.3895(16)
C1 C6 1.3917(16)
C2 C3 1.3898(17)
C2 H2 0.9500
C3 C4 1.387(2)
C3 H3 0.9500
C4 C5 1.3855(19)
C4 H4 0.9500
C5 C6 1.3976(16)
C5 H5 0.9500
C6 C7 1.5029(16)
C7 C8 1.5268(15)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C16 1.5236(15)
C8 C9 1.5323(15)
C8 H8 1.0000
C9 C10 1.5113(15)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C15 1.3943(16)
C10 C11 1.3987(16)
C11 C12 1.3851(17)
C11 H11 0.9500
C12 C13 1.3908(18)
C12 H12 0.9500
C13 C14 1.3830(16)
C13 H13 0.9500
C14 C15 1.3927(16)
C14 H14 0.9500
C16 C17 1.5134(15)
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
