#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/85/2208531.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2208531
loop_
_publ_author_name
'Saeed, Aamer'
'Flörke, Ulrich'
_publ_section_title
;
 6,7-Dimethoxy-1-(4-methoxyphenyl)isochroman
;
_journal_coeditor_code           BT2042
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1598
_journal_page_last               o1600
_journal_paper_doi               10.1107/S1600536806010816
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C18 H20 O4'
_chemical_formula_sum            'C18 H20 O4'
_chemical_formula_weight         300.34
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.202(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.567(2)
_cell_length_b                   5.3580(7)
_cell_length_c                   16.153(2)
_cell_measurement_reflns_used    1871
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.26
_cell_measurement_theta_min      2.34
_cell_volume                     1504.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2002)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14429
_diffrn_reflns_theta_full        28.07
_diffrn_reflns_theta_max         28.07
_diffrn_reflns_theta_min         2.34
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  450
_diffrn_standards_number         1861
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9735
_exptl_absorpt_correction_T_min  0.9494
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.251
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0527
_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)+(0.0391P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1062
_reflns_number_gt                2247
_reflns_number_total             3656
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2042.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208531
_cod_database_fobs_code          2208531
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.25279(6) 1.2924(2) -0.20620(7) 0.0294(3) Uani d . 1
O O2 0.31568(6) 0.6811(2) 0.11653(7) 0.0267(3) Uani d . 1
O O3 0.43810(6) 0.9566(2) 0.14502(7) 0.0250(3) Uani d . 1
O O4 -0.07148(6) 1.1254(2) -0.10284(8) 0.0318(3) Uani d . 1
C C1 0.15500(9) 1.0794(3) -0.14884(10) 0.0213(4) Uani d . 1
C C2 0.12841(10) 1.2742(3) -0.10367(11) 0.0250(4) Uani d . 1
H H2A 0.1631 1.4019 -0.0817 0.030 Uiso calc R 1
C C3 0.05321(10) 1.2852(3) -0.09026(11) 0.0265(4) Uani d . 1
H H3A 0.0361 1.4206 -0.0597 0.032 Uiso calc R 1
C C4 0.00184(9) 1.0992(3) -0.12122(11) 0.0227(4) Uani d . 1
C C5 0.02640(10) 0.9072(3) -0.16735(11) 0.0275(4) Uani d . 1
H H5A -0.0086 0.7811 -0.1899 0.033 Uiso calc R 1
C C6 0.10285(10) 0.8990(3) -0.18076(11) 0.0279(4) Uani d . 1
H H6A 0.1196 0.7661 -0.2127 0.034 Uiso calc R 1
C C7 0.23824(9) 1.0697(3) -0.16145(11) 0.0237(4) Uani d . 1
H H7A 0.2457 0.9224 -0.1974 0.028 Uiso calc R 1
C C8 0.33250(10) 1.3200(4) -0.21406(11) 0.0317(5) Uani d . 1
H H8A 0.3390 1.4577 -0.2533 0.038 Uiso calc R 1
H H8B 0.3518 1.1645 -0.2369 0.038 Uiso calc R 1
C C9 0.37810(10) 1.3756(3) -0.12963(11) 0.0271(4) Uani d . 1
H H9A 0.4338 1.3674 -0.1337 0.033 Uiso calc R 1
H H9B 0.3662 1.5467 -0.1122 0.033 Uiso calc R 1
C C10 0.35915(9) 1.1912(3) -0.06508(11) 0.0208(4) Uani d . 1
C C11 0.29317(9) 1.0463(3) -0.08057(10) 0.0195(4) Uani d . 1
C C12 0.27807(9) 0.8721(3) -0.02045(10) 0.0208(4) Uani d . 1
H H12A 0.2332 0.7713 -0.0310 0.025 Uiso calc R 1
C C13 0.32679(9) 0.8437(3) 0.05355(10) 0.0204(4) Uani d . 1
C C14 0.39290(9) 0.9937(3) 0.06975(10) 0.0197(4) Uani d . 1
C C15 0.40786(9) 1.1627(3) 0.01005(11) 0.0221(4) Uani d . 1
H H15A 0.4528 1.2630 0.0205 0.027 Uiso calc R 1
C C16 0.25251(10) 0.5114(3) 0.09917(12) 0.0279(4) Uani d . 1
H H16A 0.2044 0.6058 0.0876 0.042 Uiso calc R 1
H H16B 0.2507 0.4028 0.1477 0.042 Uiso calc R 1
H H16C 0.2592 0.4094 0.0504 0.042 Uiso calc R 1
C C17 0.49527(10) 1.1424(3) 0.16839(11) 0.0287(4) Uani d . 1
H H17A 0.5347 1.1327 0.1313 0.043 Uiso calc R 1
H H17B 0.5191 1.1141 0.2263 0.043 Uiso calc R 1
H H17C 0.4713 1.3080 0.1637 0.043 Uiso calc R 1
C C18 -0.12343(10) 0.9251(4) -0.12655(13) 0.0383(5) Uani d . 1
H H18A -0.1314 0.9083 -0.1876 0.057 Uiso calc R 1
H H18B -0.1727 0.9597 -0.1072 0.057 Uiso calc R 1
H H18C -0.1019 0.7696 -0.1012 0.057 Uiso calc R 1
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
_geom_angle_publ_flag
C8 O1 C7 112.12(13) y
C13 O2 C16 116.47(13) ?
C14 O3 C17 115.54(13) ?
C4 O4 C18 116.78(14) ?
C6 C1 C2 117.81(15) ?
C6 C1 C7 122.08(16) ?
C2 C1 C7 120.12(15) ?
C3 C2 C1 121.23(16) ?
C3 C2 H2A 119.4 ?
C1 C2 H2A 119.4 ?
C2 C3 C4 120.25(16) ?
C2 C3 H3A 119.9 ?
C4 C3 H3A 119.9 ?
O4 C4 C5 124.85(15) ?
O4 C4 C3 115.55(16) ?
C5 C4 C3 119.60(16) ?
C4 C5 C6 119.49(16) ?
C4 C5 H5A 120.3 ?
C6 C5 H5A 120.3 ?
C1 C6 C5 121.60(17) ?
C1 C6 H6A 119.2 ?
C5 C6 H6A 119.2 ?
O1 C7 C1 106.57(13) y
O1 C7 C11 111.44(14) y
C1 C7 C11 113.44(14) y
O1 C7 H7A 108.4 ?
C1 C7 H7A 108.4 ?
C11 C7 H7A 108.4 ?
O1 C8 C9 109.88(14) ?
O1 C8 H8A 109.7 ?
C9 C8 H8A 109.7 ?
O1 C8 H8B 109.7 ?
C9 C8 H8B 109.7 ?
H8A C8 H8B 108.2 ?
C10 C9 C8 110.74(15) ?
C10 C9 H9A 109.5 ?
C8 C9 H9A 109.5 ?
C10 C9 H9B 109.5 ?
C8 C9 H9B 109.5 ?
H9A C9 H9B 108.1 ?
C11 C10 C15 119.37(15) ?
C11 C10 C9 120.20(15) ?
C15 C10 C9 120.43(15) ?
C10 C11 C12 118.96(15) ?
C10 C11 C7 121.48(15) ?
C12 C11 C7 119.55(14) ?
C13 C12 C11 121.37(15) ?
C13 C12 H12A 119.3 ?
C11 C12 H12A 119.3 ?
O2 C13 C12 125.23(15) ?
O2 C13 C14 115.18(14) ?
C12 C13 C14 119.57(15) ?
O3 C14 C15 125.03(15) ?
O3 C14 C13 116.19(14) ?
C15 C14 C13 118.78(15) ?
C14 C15 C10 121.94(15) ?
C14 C15 H15A 119.0 ?
C10 C15 H15A 119.0 ?
O2 C16 H16A 109.5 ?
O2 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
O2 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
O3 C17 H17A 109.5 ?
O3 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
O3 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
O4 C18 H18A 109.5 ?
O4 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
O4 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 1.4317(19) y
O1 C7 1.437(2) y
O2 C13 1.3743(19) ?
O2 C16 1.4309(19) ?
O3 C14 1.3685(19) ?
O3 C17 1.4261(19) ?
O4 C4 1.3695(19) ?
O4 C18 1.425(2) ?
C1 C6 1.380(2) ?
C1 C2 1.392(2) ?
C1 C7 1.506(2) y
C2 C3 1.370(2) ?
C2 H2A 0.9500 ?
C3 C4 1.389(2) ?
C3 H3A 0.9500 ?
C4 C5 1.375(2) ?
C5 C6 1.391(2) ?
C5 H5A 0.9500 ?
C6 H6A 0.9500 ?
C7 C11 1.515(2) ?
C7 H7A 1.0000 ?
C8 C9 1.510(2) ?
C8 H8A 0.9900 ?
C8 H8B 0.9900 ?
C9 C10 1.508(2) ?
C9 H9A 0.9900 ?
C9 H9B 0.9900 ?
C10 C11 1.388(2) ?
C10 C15 1.390(2) ?
C11 C12 1.399(2) ?
C12 C13 1.376(2) ?
C12 H12A 0.9500 ?
C13 C14 1.406(2) ?
C14 C15 1.375(2) ?
C15 H15A 0.9500 ?
C16 H16A 0.9800 ?
C16 H16B 0.9800 ?
C16 H16C 0.9800 ?
C17 H17A 0.9800 ?
C17 H17B 0.9800 ?
C17 H17C 0.9800 ?
C18 H18A 0.9800 ?
C18 H18B 0.9800 ?
C18 H18C 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C18 H18A O1 2_544 0.98 2.61 3.349(2) 131.9
C16 H16B O1 4_576 0.98 2.58 3.540(2) 167.2
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
_geom_torsion_publ_flag
C6 C1 C2 C3 0.9(3) ?
C7 C1 C2 C3 -179.00(16) ?
C1 C2 C3 C4 0.6(3) ?
C18 O4 C4 C5 6.5(2) ?
C18 O4 C4 C3 -173.96(16) y
C2 C3 C4 O4 178.70(15) ?
C2 C3 C4 C5 -1.7(3) ?
O4 C4 C5 C6 -179.02(16) ?
C3 C4 C5 C6 1.4(3) ?
C2 C1 C6 C5 -1.1(3) ?
C7 C1 C6 C5 178.72(16) ?
C4 C5 C6 C1 0.0(3) ?
C8 O1 C7 C1 173.43(14) ?
C8 O1 C7 C11 49.19(18) ?
C6 C1 C7 O1 119.38(18) ?
C2 C1 C7 O1 -60.76(19) ?
C6 C1 C7 C11 -117.61(18) ?
C2 C1 C7 C11 62.2(2) ?
C7 O1 C8 C9 -69.23(18) ?
O1 C8 C9 C10 50.07(19) ?
C8 C9 C10 C11 -16.9(2) ?
C8 C9 C10 C15 162.49(16) ?
C15 C10 C11 C12 -1.0(2) ?
C9 C10 C11 C12 178.35(14) ?
C15 C10 C11 C7 -179.91(15) ?
C9 C10 C11 C7 -0.6(2) ?
O1 C7 C11 C10 -14.5(2) ?
C1 C7 C11 C10 -134.75(17) ?
O1 C7 C11 C12 166.63(14) ?
C1 C7 C11 C12 46.4(2) ?
C10 C11 C12 C13 0.6(2) ?
C7 C11 C12 C13 179.51(15) ?
C16 O2 C13 C12 6.8(2) ?
C16 O2 C13 C14 -174.94(15) y
C11 C12 C13 O2 178.69(14) ?
C11 C12 C13 C14 0.5(2) ?
C17 O3 C14 C15 13.2(2) ?
C17 O3 C14 C13 -167.32(14) y
O2 C13 C14 O3 1.0(2) ?
C12 C13 C14 O3 179.30(14) ?
O2 C13 C14 C15 -179.54(14) ?
C12 C13 C14 C15 -1.2(2) ?
O3 C14 C15 C10 -179.77(15) ?
C13 C14 C15 C10 0.8(2) ?
C11 C10 C15 C14 0.3(2) ?
C9 C10 C15 C14 -179.03(15) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4466885
