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#$Date: 2022-03-10 10:23:21 +0200 (Thu, 10 Mar 2022) $
#$Revision: 273586 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/47/8104709.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_8104709
loop_
_publ_author_name
'Sun, Wei'
'Wang, Yan'
'Zhou, Xiao-ping'
'Zhang, Mu-xin'
'Yang, Jin-zhu'
'Liang, Di'
_publ_section_title
;
 Crystal structure of
 benzo[d][1,3]dioxol-5-yl-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18O5
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              779
_journal_page_last               780
_journal_paper_doi               10.1515/ncrs-2021-0116
_journal_volume                  236
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H18 O5'
_chemical_formula_sum            'C21 H18 O5'
_chemical_formula_weight         350.35
_chemical_name_systematic
; benzo[d][1,3]dioxol-5-yl
2-(6-methoxynaphthalen-2-yl)propanoate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 93.435(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.1511(4)
_cell_length_b                   5.6679(3)
_cell_length_c                   16.7731(9)
_cell_measurement_reflns_used    7036
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      68.49
_cell_measurement_theta_min      2.64
_cell_volume                     868.42(8)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14578
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.495
_diffrn_reflns_theta_min         2.639
_exptl_absorpt_coefficient_mu    0.788
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.6419
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details
;
 Flack x determined using 1091 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3182
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0812P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                2705
_reflns_number_total             3182
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0116_suppl.cif
_cod_data_source_block           a_a
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               8104709
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.884
_shelx_estimated_absorpt_t_max   0.911
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8702(2) 0.4082(4) -0.13037(14) 0.0781(6) Uani 1 1 d . . . . .
C1 C 0.9623(4) 0.2064(6) -0.1357(2) 0.0857(10) Uani 1 1 d . . . . .
H1A H 1.004512 0.204937 -0.186693 0.128 Uiso 1 1 calc R U . . .
H1B H 0.905430 0.065835 -0.129813 0.128 Uiso 1 1 calc R U . . .
H1C H 1.038908 0.212750 -0.094039 0.128 Uiso 1 1 calc R U . . .
O2 O 0.7303(4) 0.6910(9) 0.35086(17) 0.174(2) Uani 1 1 d . . . . .
C2 C 0.8013(3) 0.4413(5) -0.06060(17) 0.0618(7) Uani 1 1 d . . . . .
O4 O 0.8150(3) 0.7959(5) 0.66137(15) 0.0911(7) Uani 1 1 d . . . . .
C4 C 0.6420(3) 0.6997(5) 0.00671(19) 0.0641(7) Uani 1 1 d . . . . .
H4 H 0.585627 0.836180 0.006978 0.077 Uiso 1 1 calc R U . . .
O3 O 0.6102(2) 0.4312(4) 0.41733(14) 0.0752(6) Uani 1 1 d . . . . .
C3 C 0.7125(3) 0.6448(6) -0.05937(19) 0.0678(7) Uani 1 1 d . . . . .
H3 H 0.702475 0.741461 -0.104177 0.081 Uiso 1 1 calc R U . . .
O5 O 0.9948(2) 0.5118(5) 0.67856(13) 0.0858(7) Uani 1 1 d . . . . .
C5 C 0.6520(2) 0.5546(5) 0.07557(16) 0.0565(6) Uani 1 1 d . . . . .
C6 C 0.7398(3) 0.3488(4) 0.07346(17) 0.0571(6) Uani 1 1 d . . . . .
C7 C 0.8140(3) 0.2954(5) 0.00438(18) 0.0629(7) Uani 1 1 d . . . . .
H7 H 0.871719 0.160564 0.003016 0.075 Uiso 1 1 calc R U . . .
C9 C 0.6749(3) 0.2599(5) 0.20812(18) 0.0664(7) Uani 1 1 d . . . . .
H9 H 0.681949 0.160417 0.252267 0.080 Uiso 1 1 calc R U . . .
C8 C 0.7475(3) 0.2032(5) 0.14261(18) 0.0662(7) Uani 1 1 d . . . . .
H8 H 0.803582 0.066310 0.142933 0.079 Uiso 1 1 calc R U . . .
C10 C 0.5885(3) 0.4673(5) 0.21099(18) 0.0619(7) Uani 1 1 d . . . . .
C11 C 0.5785(3) 0.6087(5) 0.14506(18) 0.0593(7) Uani 1 1 d . . . . .
H11 H 0.521681 0.744661 0.145859 0.071 Uiso 1 1 calc R U . . .
C12 C 0.5137(3) 0.5211(6) 0.2873(2) 0.0702(8) Uani 1 1 d . . . . .
H12 H 0.457599 0.381253 0.301181 0.084 Uiso 1 1 calc R U . . .
C13 C 0.6302(3) 0.5624(7) 0.35340(19) 0.0775(9) Uani 1 1 d . . . . .
C14 C 0.4106(4) 0.7289(8) 0.2831(3) 0.0950(11) Uani 1 1 d . . . . .
H14A H 0.463138 0.868419 0.269444 0.142 Uiso 1 1 calc R U . . .
H14B H 0.369852 0.750589 0.333989 0.142 Uiso 1 1 calc R U . . .
H14C H 0.333130 0.700126 0.243096 0.142 Uiso 1 1 calc R U . . .
C15 C 0.7131(3) 0.4501(6) 0.48289(18) 0.0654(7) Uani 1 1 d . . . . .
C16 C 0.7019(3) 0.6350(6) 0.53592(19) 0.0689(7) Uani 1 1 d . . . . .
H16 H 0.629882 0.750197 0.528961 0.083 Uiso 1 1 calc R U . . .
C17 C 0.8034(3) 0.6380(5) 0.59936(18) 0.0648(7) Uani 1 1 d . . . . .
C18 C 0.9095(3) 0.4664(6) 0.61018(18) 0.0648(7) Uani 1 1 d . . . . .
C19 C 0.9197(3) 0.2837(6) 0.55801(19) 0.0710(8) Uani 1 1 d . . . . .
H19 H 0.991755 0.168751 0.565455 0.085 Uiso 1 1 calc R U . . .
C20 C 0.8176(3) 0.2765(6) 0.4931(2) 0.0696(7) Uani 1 1 d . . . . .
H20 H 0.820141 0.153706 0.456370 0.084 Uiso 1 1 calc R U . . .
C21 C 0.9468(4) 0.7325(8) 0.7062(2) 0.0866(10) Uani 1 1 d . . . . .
H21A H 1.021409 0.851297 0.699421 0.104 Uiso 1 1 calc R U . . .
H21B H 0.929056 0.722591 0.762536 0.104 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
C2 O1 C1 117.7(2) . .
C7 C2 O1 125.0(3) . .
C7 C2 C3 120.3(3) . .
O1 C2 C3 114.7(2) . .
C17 O4 C21 105.1(3) . .
C3 C4 C5 121.6(3) . .
C13 O3 C15 118.0(2) . .
C4 C3 C2 120.2(3) . .
C18 O5 C21 105.6(2) . .
C11 C5 C4 122.4(2) . .
C11 C5 C6 119.8(2) . .
C4 C5 C6 117.8(2) . .
C7 C6 C5 119.9(2) . .
C7 C6 C8 122.9(2) . .
C5 C6 C8 117.2(2) . .
C2 C7 C6 120.2(3) . .
C8 C9 C10 121.7(3) . .
C9 C8 C6 121.4(2) . .
C11 C10 C9 118.0(3) . .
C11 C10 C12 123.6(3) . .
C9 C10 C12 118.4(3) . .
C10 C11 C5 121.9(2) . .
C14 C12 C13 109.0(3) . .
C14 C12 C10 115.5(3) . .
C13 C12 C10 108.4(2) . .
O2 C13 O3 121.6(3) . .
O2 C13 C12 126.0(3) . .
O3 C13 C12 112.4(2) . .
C20 C15 C16 122.7(3) . .
C20 C15 O3 118.0(3) . .
C16 C15 O3 119.2(3) . .
C17 C16 C15 115.9(2) . .
C16 C17 O4 128.0(3) . .
C16 C17 C18 122.2(3) . .
O4 C17 C18 109.8(3) . .
C19 C18 O5 128.4(3) . .
C19 C18 C17 121.8(3) . .
O5 C18 C17 109.8(3) . .
C18 C19 C20 117.1(3) . .
C15 C20 C19 120.3(3) . .
O5 C21 O4 108.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.375(4) .
O1 C1 1.427(4) .
O2 C13 1.173(4) .
C2 C7 1.368(4) .
C2 C3 1.412(4) .
O4 C17 1.372(4) .
O4 C21 1.429(4) .
C4 C3 1.352(5) .
C4 C5 1.416(4) .
O3 C13 1.327(4) .
O3 C15 1.408(4) .
O5 C18 1.372(4) .
O5 C21 1.413(5) .
C5 C11 1.414(4) .
C5 C6 1.418(3) .
C6 C7 1.411(4) .
C6 C8 1.422(4) .
C9 C8 1.356(4) .
C9 C10 1.419(4) .
C10 C11 1.365(4) .
C10 C12 1.518(4) .
C12 C14 1.509(5) .
C12 C13 1.510(4) .
C15 C20 1.376(4) .
C15 C16 1.382(4) .
C16 C17 1.370(4) .
C17 C18 1.378(4) .
C18 C19 1.363(5) .
C19 C20 1.392(4) .
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 O1 C2 C7 0.0(4) . . . .
C1 O1 C2 C3 179.7(2) . . . .
C5 C4 C3 C2 -1.3(4) . . . .
C7 C2 C3 C4 1.5(4) . . . .
O1 C2 C3 C4 -178.3(3) . . . .
C3 C4 C5 C11 -179.7(3) . . . .
C3 C4 C5 C6 0.5(4) . . . .
C11 C5 C6 C7 -179.6(2) . . . .
C4 C5 C6 C7 0.3(3) . . . .
C11 C5 C6 C8 0.8(3) . . . .
C4 C5 C6 C8 -179.3(2) . . . .
O1 C2 C7 C6 179.0(2) . . . .
C3 C2 C7 C6 -0.7(4) . . . .
C5 C6 C7 C2 -0.1(4) . . . .
C8 C6 C7 C2 179.4(2) . . . .
C10 C9 C8 C6 -0.3(4) . . . .
C7 C6 C8 C9 179.9(3) . . . .
C5 C6 C8 C9 -0.5(4) . . . .
C8 C9 C10 C11 0.8(4) . . . .
C8 C9 C10 C12 -178.5(2) . . . .
C9 C10 C11 C5 -0.5(4) . . . .
C12 C10 C11 C5 178.9(2) . . . .
C4 C5 C11 C10 179.8(2) . . . .
C6 C5 C11 C10 -0.4(3) . . . .
C11 C10 C12 C14 7.1(4) . . . .
C9 C10 C12 C14 -173.5(3) . . . .
C11 C10 C12 C13 -115.4(3) . . . .
C9 C10 C12 C13 63.9(3) . . . .
C15 O3 C13 O2 0.0(6) . . . .
C15 O3 C13 C12 178.9(3) . . . .
C14 C12 C13 O2 -75.5(6) . . . .
C10 C12 C13 O2 50.9(6) . . . .
C14 C12 C13 O3 105.6(4) . . . .
C10 C12 C13 O3 -128.0(3) . . . .
C13 O3 C15 C20 -101.2(4) . . . .
C13 O3 C15 C16 81.4(4) . . . .
C20 C15 C16 C17 1.0(4) . . . .
O3 C15 C16 C17 178.3(2) . . . .
C15 C16 C17 O4 -178.1(3) . . . .
C15 C16 C17 C18 -0.5(4) . . . .
C21 O4 C17 C16 -174.5(3) . . . .
C21 O4 C17 C18 7.7(4) . . . .
C21 O5 C18 C19 174.8(3) . . . .
C21 O5 C18 C17 -5.6(3) . . . .
C16 C17 C18 C19 0.2(4) . . . .
O4 C17 C18 C19 178.2(3) . . . .
C16 C17 C18 O5 -179.4(3) . . . .
O4 C17 C18 O5 -1.4(3) . . . .
O5 C18 C19 C20 179.2(3) . . . .
C17 C18 C19 C20 -0.3(4) . . . .
C16 C15 C20 C19 -1.1(4) . . . .
O3 C15 C20 C19 -178.4(3) . . . .
C18 C19 C20 C15 0.7(4) . . . .
C18 O5 C21 O4 10.4(4) . . . .
C17 O4 C21 O5 -11.2(4) . . . .
