#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/83/2208318.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_2208318
loop_
_publ_author_name
'Chen, Wei-Zhu'
'Zeng, Qing-Le'
'Fang, Hua'
'Gao, Yu-Xing'
'Zhao, Yu-Fen'
_publ_section_title
;
 3-(Hydroxydiphenylmethyl)-2-(methoxymethoxy)benzaldehyde
;
_journal_coeditor_code           FL6210
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o869
_journal_page_last               o870
_journal_paper_doi               10.1107/S1600536806003035
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C22 H20 O4'
_chemical_formula_moiety         'C22 H20 O4'
_chemical_formula_sum            'C22 H20 O4'
_chemical_formula_weight         348.38
_chemical_name_systematic
;
3-(Hydroxydiphenylmethyl)-2-(methoxymethoxy)benzaldehyde
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.6967(16)
_cell_length_b                   14.557(3)
_cell_length_c                   27.408(5)
_cell_measurement_reflns_used    7316
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.20
_cell_measurement_theta_min      2.23
_cell_volume                     3469.8(11)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and ViewerPro (Accelrys, 2001)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX area-detector'
_diffrn_measurement_method       'φ and 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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18443
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.49
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.9873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.208
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0501
_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)+(0.0793P)²+0.6714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1438
_reflns_number_gt                2916
_reflns_number_total             3591
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl6210.cif
_cod_data_source_block           I
_cod_original_cell_volume        3469.7(11)
_cod_database_code               2208318
_cod_database_fobs_code          2208318
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_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
_atom_site_type_symbol
C1 0.0626(2) 0.79013(13) 0.20113(6) 0.0536(4) Uani d . 1 C
O1 0.0892(2) 0.93638(12) 0.23690(6) 0.0969(6) Uani d . 1 O
O2 -0.11886(13) 0.77828(8) 0.13596(4) 0.0509(3) Uani d . 1 O
C2 -0.00426(17) 0.73984(11) 0.16359(5) 0.0445(4) Uani d . 1 C
O3 -0.08100(16) 0.82420(9) 0.05671(4) 0.0626(4) Uani d . 1 O
C3 0.04002(17) 0.64910(11) 0.15443(5) 0.0435(4) Uani d . 1 C
O4 0.04116(14) 0.64123(8) 0.06778(4) 0.0511(3) Uani d . 1 O
H4B 0.0050 0.6930 0.0652 0.077 Uiso calc R 1 H
C4 0.15251(19) 0.61205(13) 0.18406(6) 0.0539(4) Uani d . 1 C
H4A 0.1832 0.5516 0.1789 0.065 Uiso calc R 1 H
C5 0.2208(2) 0.66176(15) 0.22101(6) 0.0638(5) Uani d . 1 C
H5A 0.2970 0.6351 0.2401 0.077 Uiso calc R 1 H
C6 0.1763(2) 0.74981(15) 0.22942(6) 0.0631(5) Uani d . 1 C
H6A 0.2225 0.7833 0.2543 0.076 Uiso calc R 1 H
C7 0.0153(3) 0.88514(14) 0.21188(7) 0.0684(5) Uani d . 1 C
H7A -0.0764 0.9065 0.1986 0.082 Uiso calc R 1 H
C8 -0.0807(2) 0.85286(12) 0.10448(6) 0.0554(4) Uani d . 1 C
H8A -0.1548 0.9021 0.1087 0.066 Uiso calc R 1 H
H8B 0.0202 0.8764 0.1129 0.066 Uiso calc R 1 H
C9 -0.2304(3) 0.82358(15) 0.03538(8) 0.0772(6) Uani d . 1 C
H9A -0.2234 0.8030 0.0022 0.116 Uiso calc R 1 H
H9B -0.2725 0.8845 0.0362 0.116 Uiso calc R 1 H
H9C -0.2959 0.7828 0.0534 0.116 Uiso calc R 1 H
C10 -0.02145(18) 0.59768(10) 0.10975(5) 0.0417(4) Uani d . 1 C
C11 -0.19650(18) 0.59526(10) 0.10694(5) 0.0433(4) Uani d . 1 C
C12 -0.2662(2) 0.58410(11) 0.06225(6) 0.0558(4) Uani d . 1 C
H12A -0.2060 0.5799 0.0343 0.067 Uiso calc R 1 H
C13 -0.4238(3) 0.57903(13) 0.05847(9) 0.0736(6) Uani d . 1 C
H13A -0.4696 0.5726 0.0280 0.088 Uiso calc R 1 H
C14 -0.5132(2) 0.58342(13) 0.09949(11) 0.0776(7) Uani d . 1 C
H14A -0.6197 0.5804 0.0970 0.093 Uiso calc R 1 H
C15 -0.4457(2) 0.59228(13) 0.14377(9) 0.0694(6) Uani d . 1 C
H15A -0.5061 0.5946 0.1717 0.083 Uiso calc R 1 H
C16 -0.2877(2) 0.59784(12) 0.14761(7) 0.0541(4) Uani d . 1 C
H16A -0.2427 0.6034 0.1782 0.065 Uiso calc R 1 H
C17 0.03335(18) 0.49810(11) 0.10824(5) 0.0434(4) Uani d . 1 C
C18 0.12716(19) 0.46686(12) 0.07161(6) 0.0500(4) Uani d . 1 C
H18A 0.1577 0.5067 0.0469 0.060 Uiso calc R 1 H
C19 0.1766(2) 0.37680(13) 0.07118(7) 0.0616(5) Uani d . 1 C
H19A 0.2415 0.3568 0.0464 0.074 Uiso calc R 1 H
C20 0.1316(2) 0.31668(13) 0.10657(8) 0.0649(5) Uani d . 1 C
H20A 0.1655 0.2561 0.1061 0.078 Uiso calc R 1 H
C21 0.0360(2) 0.34687(13) 0.14284(8) 0.0661(5) Uani d . 1 C
H21A 0.0039 0.3064 0.1670 0.079 Uiso calc R 1 H
C22 -0.0127(2) 0.43659(13) 0.14374(7) 0.0582(5) Uani d . 1 C
H22A -0.0775 0.4562 0.1686 0.070 Uiso calc R 1 H
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
C6 C1 C2 119.29(17) no
C6 C1 C7 119.00(17) no
C2 C1 C7 121.71(17) no
C2 O2 C8 118.41(13) no
O2 C2 C1 119.86(15) no
O2 C2 C3 119.11(13) no
C1 C2 C3 120.99(15) no
C8 O3 C9 113.25(16) no
C4 C3 C2 117.28(15) no
C4 C3 C10 121.77(15) no
C2 C3 C10 120.60(14) no
C10 O4 H4B 109.5 no
C3 C4 C5 122.14(18) no
C3 C4 H4A 118.9 no
C5 C4 H4A 118.9 no
C6 C5 C4 119.81(18) no
C6 C5 H5A 120.1 no
C4 C5 H5A 120.1 no
C5 C6 C1 120.49(17) no
C5 C6 H6A 119.8 no
C1 C6 H6A 119.8 no
O1 C7 C1 123.3(2) no
O1 C7 H7A 118.4 no
C1 C7 H7A 118.4 no
O3 C8 O2 110.18(14) no
O3 C8 H8A 109.6 no
O2 C8 H8A 109.6 no
O3 C8 H8B 109.6 no
O2 C8 H8B 109.6 no
H8A C8 H8B 108.1 no
O3 C9 H9A 109.5 no
O3 C9 H9B 109.5 no
H9A C9 H9B 109.5 no
O3 C9 H9C 109.5 no
H9A C9 H9C 109.5 no
H9B C9 H9C 109.5 no
O4 C10 C11 110.59(12) no
O4 C10 C17 106.36(12) no
C11 C10 C17 106.76(12) no
O4 C10 C3 107.18(12) no
C11 C10 C3 113.59(12) no
C17 C10 C3 112.14(12) no
C16 C11 C12 118.22(16) no
C16 C11 C10 122.48(14) no
C12 C11 C10 119.16(14) no
C11 C12 C13 120.77(19) no
C11 C12 H12A 119.6 no
C13 C12 H12A 119.6 no
C14 C13 C12 120.10(19) no
C14 C13 H13A 120.0 no
C12 C13 H13A 120.0 no
C15 C14 C13 119.62(19) no
C15 C14 H14A 120.2 no
C13 C14 H14A 120.2 no
C14 C15 C16 120.4(2) no
C14 C15 H15A 119.8 no
C16 C15 H15A 119.8 no
C11 C16 C15 120.89(18) no
C11 C16 H16A 119.6 no
C15 C16 H16A 119.6 no
C18 C17 C22 118.23(16) no
C18 C17 C10 121.38(13) no
C22 C17 C10 120.39(14) no
C17 C18 C19 120.45(16) no
C17 C18 H18A 119.8 no
C19 C18 H18A 119.8 no
C20 C19 C18 120.96(17) no
C20 C19 H19A 119.5 no
C18 C19 H19A 119.5 no
C19 C20 C21 118.99(18) no
C19 C20 H20A 120.5 no
C21 C20 H20A 120.5 no
C20 C21 C22 120.40(18) no
C20 C21 H21A 119.8 no
C22 C21 H21A 119.8 no
C21 C22 C17 120.95(18) no
C21 C22 H22A 119.5 no
C17 C22 H22A 119.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 1.387(3) no
C1 C2 1.390(2) no
C1 C7 1.473(3) no
O1 C7 1.200(2) no
O2 C2 1.3710(19) no
O2 C8 1.426(2) no
C2 C3 1.399(2) no
O3 C8 1.374(2) no
O3 C9 1.424(3) no
C3 C4 1.381(2) no
C3 C10 1.531(2) no
O4 C10 1.4219(17) no
O4 H4B 0.8200 no
C4 C5 1.379(3) no
C4 H4A 0.9300 no
C5 C6 1.358(3) no
C5 H5A 0.9300 no
C6 H6A 0.9300 no
C7 H7A 0.9300 no
C8 H8A 0.9700 no
C8 H8B 0.9700 no
C9 H9A 0.9600 no
C9 H9B 0.9600 no
C9 H9C 0.9600 no
C10 C11 1.525(2) no
C10 C17 1.526(2) no
C11 C16 1.369(2) no
C11 C12 1.376(2) no
C12 C13 1.377(3) no
C12 H12A 0.9300 no
C13 C14 1.368(3) no
C13 H13A 0.9300 no
C14 C15 1.355(3) no
C14 H14A 0.9300 no
C15 C16 1.380(3) no
C15 H15A 0.9300 no
C16 H16A 0.9300 no
C17 C18 1.371(2) no
C17 C22 1.382(2) no
C18 C19 1.380(3) no
C18 H18A 0.9300 no
C19 C20 1.364(3) no
C19 H19A 0.9300 no
C20 C21 1.368(3) no
C20 H20A 0.9300 no
C21 C22 1.373(3) no
C21 H21A 0.9300 no
C22 H22A 0.9300 no
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
C8 O2 C2 C1 67.88(19) no
C8 O2 C2 C3 -114.19(16) no
C6 C1 C2 O2 178.76(15) no
C7 C1 C2 O2 -0.9(2) no
C6 C1 C2 C3 0.9(2) no
C7 C1 C2 C3 -178.83(15) no
O2 C2 C3 C4 -178.04(13) no
C1 C2 C3 C4 -0.1(2) no
O2 C2 C3 C10 8.7(2) no
C1 C2 C3 C10 -173.42(13) no
C2 C3 C4 C5 -0.7(2) no
C10 C3 C4 C5 172.55(15) no
C3 C4 C5 C6 0.7(3) no
C4 C5 C6 C1 0.1(3) no
C2 C1 C6 C5 -0.8(3) no
C7 C1 C6 C5 178.86(17) no
C6 C1 C7 O1 15.6(3) no
C2 C1 C7 O1 -164.70(18) no
C9 O3 C8 O2 83.02(18) no
C2 O2 C8 O3 106.87(16) no
C4 C3 C10 O4 -105.94(16) no
C2 C3 C10 O4 67.05(17) no
C4 C3 C10 C11 131.60(15) no
C2 C3 C10 C11 -55.42(18) no
C4 C3 C10 C17 10.4(2) no
C2 C3 C10 C17 -176.58(13) no
O4 C10 C11 C16 -149.40(14) no
C17 C10 C11 C16 95.29(17) no
C3 C10 C11 C16 -28.8(2) no
O4 C10 C11 C12 34.90(19) no
C17 C10 C11 C12 -80.41(16) no
C3 C10 C11 C12 155.46(14) no
C16 C11 C12 C13 2.3(2) no
C10 C11 C12 C13 178.18(15) no
C11 C12 C13 C14 -1.2(3) no
C12 C13 C14 C15 -0.4(3) no
C13 C14 C15 C16 0.7(3) no
C12 C11 C16 C15 -2.0(3) no
C10 C11 C16 C15 -177.71(15) no
C14 C15 C16 C11 0.5(3) no
O4 C10 C17 C18 1.11(19) no
C11 C10 C17 C18 119.23(16) no
C3 C10 C17 C18 -115.75(15) no
O4 C10 C17 C22 -178.01(15) no
C11 C10 C17 C22 -59.89(19) no
C3 C10 C17 C22 65.1(2) no
C22 C17 C18 C19 -1.5(2) no
C10 C17 C18 C19 179.38(16) no
C17 C18 C19 C20 1.0(3) no
C18 C19 C20 C21 0.0(3) no
C19 C20 C21 C22 -0.6(3) no
C20 C21 C22 C17 0.1(3) no
C18 C17 C22 C21 1.0(3) no
C10 C17 C22 C21 -179.88(17) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21126384
