#------------------------------------------------------------------------------
#$Date: 2016-10-29 04:43:42 +0300 (Sat, 29 Oct 2016) $
#$Revision: 187673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/44/1544403.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_1544403
loop_
_publ_author_name
'Kambo, Konan René'
'Sosso, Siaka'
'Djandé, Abdoulaye'
'Kakou-Yao, Rita'
'Tenon, Abodou Jules'
_publ_section_title
;
 2-Oxo-2H-chromen-3-yl 4-tert-butylbenzoate
;
_journal_coeditor_code           ZP4009
_journal_issue                   10
_journal_name_full               IUCrData
_journal_page_first              x161633
_journal_paper_doi               10.1107/S2414314616016333
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C20 H18 O4'
_chemical_formula_moiety         'C20 H18 O4'
_chemical_formula_sum            'C20 H18 O4'
_chemical_formula_weight         322.34
_chemical_melting_point          413
_chemical_name_systematic
;
2-Oxo-2H-chromen-3-yl 4-tert-butylbenzoate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 93.297(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.8977(5)
_cell_length_b                   5.99470(10)
_cell_length_c                   24.0352(7)
_cell_measurement_reflns_used    11432
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      68.1670
_cell_measurement_theta_min      5.1830
_cell_volume                     3293.73(13)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2011)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2011)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2011)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS2013 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 5.3048
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            19994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.346
_diffrn_reflns_theta_min         1.697
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2011)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.193
_refine_ls_extinction_coef       0.0015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0332P)²+4.6284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1266
_reflns_number_gt                2740
_reflns_number_total             3005
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zp4009sup1.cif
_cod_data_source_block           I
_cod_database_code               1544403
_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   0.03
_shelxl_version_number           .2013
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_occupancy
H H16 0.3272(10) 1.023(4) 0.2757(10) 0.062(7) Uiso d 1
H H5 0.2542(10) 0.138(4) 0.1680(10) 0.065(7) Uiso d 1
H H9 0.1764(11) -0.075(5) 0.1146(11) 0.070(8) Uiso d 1
H H13 0.4819(12) 0.528(5) 0.3157(11) 0.075(8) Uiso d 1
H H12 0.4071(11) 0.422(5) 0.2516(10) 0.070(8) Uiso d 1
H H15 0.3990(11) 1.118(5) 0.3411(11) 0.073(8) Uiso d 1
H H7 0.1090(12) 0.155(5) -0.0363(12) 0.084(9) Uiso d 1
H H6 0.1705(12) 0.474(5) -0.0253(12) 0.079(9) Uiso d 1
H H18B 0.5169(14) 1.105(5) 0.4499(13) 0.098(10) Uiso d 1
H H18C 0.4654(15) 1.217(6) 0.4040(15) 0.114(12) Uiso d 1
H H18A 0.4507(14) 0.979(6) 0.4427(13) 0.098(10) Uiso d 1
H H19C 0.5502(14) 0.619(6) 0.3749(13) 0.091(11) Uiso d 1
H H19B 0.5623(15) 0.762(5) 0.4318(13) 0.100(10) Uiso d 1
H H20A 0.5254(15) 1.161(6) 0.3205(14) 0.107(12) Uiso d 1
H H8 0.1130(12) -0.124(5) 0.0327(11) 0.084(9) Uiso d 1
H H20B 0.5787(14) 1.082(6) 0.3666(13) 0.098(10) Uiso d 1
H H20C 0.5607(15) 0.933(6) 0.3108(15) 0.115(12) Uiso d 1
H H19A 0.5026(19) 0.623(7) 0.4250(17) 0.137(16) Uiso d 1
O O1 0.24340(7) 0.5617(3) 0.05360(6) 0.0546(4) Uani d 1
O O2 0.32331(7) 0.4732(3) 0.18668(6) 0.0531(4) Uani d 1
O O3 0.26552(6) 0.7562(3) 0.21178(6) 0.0538(4) Uani d 1
C C1 0.28335(9) 0.4315(4) 0.14183(9) 0.0478(5) Uani d 1
C C12 0.40656(10) 0.5701(4) 0.27018(10) 0.0533(6) Uani d 1
C C10 0.31100(9) 0.6565(4) 0.21793(9) 0.0459(5) Uani d 1
O O4 0.31340(8) 0.7596(3) 0.09731(7) 0.0700(5) Uani d 1
C C5 0.25118(10) 0.2475(4) 0.13885(9) 0.0489(5) Uani d 1
C C2 0.28268(10) 0.5978(4) 0.09770(9) 0.0515(5) Uani d 1
C C11 0.35955(9) 0.7120(3) 0.25861(8) 0.0434(5) Uani d 1
C C3 0.20823(9) 0.3749(4) 0.05008(9) 0.0469(5) Uani d 1
C C17 0.50185(10) 0.9101(4) 0.37556(10) 0.0537(6) Uani d 1
C C14 0.45086(9) 0.8370(4) 0.33559(9) 0.0459(5) Uani d 1
C C4 0.21134(9) 0.2126(4) 0.09126(9) 0.0471(5) Uani d 1
C C15 0.40346(10) 0.9760(4) 0.32324(10) 0.0528(6) Uani d 1
C C16 0.35827(10) 0.9159(4) 0.28567(10) 0.0503(5) Uani d 1
C C9 0.17480(11) 0.0272(4) 0.08422(11) 0.0591(6) Uani d 1
C C13 0.45114(10) 0.6337(4) 0.30808(10) 0.0555(6) Uani d 1
C C6 0.17062(11) 0.3582(5) 0.00291(10) 0.0571(6) Uani d 1
C C8 0.13727(12) 0.0079(5) 0.03776(12) 0.0682(7) Uani d 1
C C7 0.13535(11) 0.1724(5) -0.00266(12) 0.0652(7) Uani d 1
C C18 0.48124(14) 1.0693(6) 0.42020(13) 0.0742(8) Uani d 1
C C19 0.53159(19) 0.7113(6) 0.4051(2) 0.0958(13) Uani d 1
C C20 0.54615(13) 1.0336(6) 0.34139(15) 0.0732(8) Uani d 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
C2 O1 C3 122.13(17)
C10 O2 C1 114.90(16)
C5 C1 O2 121.9(2)
C5 C1 C2 123.2(2)
O2 C1 C2 114.77(19)
C13 C12 C11 119.9(2)
O3 C10 O2 122.38(19)
O3 C10 C11 125.7(2)
O2 C10 C11 111.92(18)
C1 C5 C4 119.3(2)
O4 C2 O1 118.8(2)
O4 C2 C1 125.4(2)
O1 C2 C1 115.80(19)
C16 C11 C12 118.9(2)
C16 C11 C10 118.31(19)
C12 C11 C10 122.8(2)
O1 C3 C4 121.33(19)
O1 C3 C6 116.2(2)
C4 C3 C6 122.5(2)
C19 C17 C18 108.0(3)
C19 C17 C20 109.6(3)
C18 C17 C20 108.3(2)
C19 C17 C14 111.8(2)
C18 C17 C14 111.3(2)
C20 C17 C14 107.8(2)
C15 C14 C13 116.8(2)
C15 C14 C17 121.4(2)
C13 C14 C17 121.73(19)
C3 C4 C9 117.8(2)
C3 C4 C5 118.1(2)
C9 C4 C5 124.1(2)
C16 C15 C14 122.1(2)
C15 C16 C11 120.1(2)
C8 C9 C4 120.5(3)
C12 C13 C14 122.2(2)
C7 C6 C3 118.1(2)
C9 C8 C7 120.3(3)
C6 C7 C8 120.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.367(3)
O1 C3 1.379(3)
O2 C10 1.369(3)
O2 C1 1.396(2)
O3 C10 1.203(2)
C1 C5 1.326(3)
C1 C2 1.455(3)
C12 C13 1.382(3)
C12 C11 1.387(3)
C10 C11 1.476(3)
O4 C2 1.198(3)
C5 C4 1.437(3)
C11 C16 1.386(3)
C3 C4 1.387(3)
C3 C6 1.387(3)
C17 C19 1.527(4)
C17 C18 1.531(4)
C17 C20 1.532(4)
C17 C14 1.532(3)
C14 C15 1.387(3)
C14 C13 1.387(3)
C4 C9 1.396(3)
C15 C16 1.381(3)
C9 C8 1.374(4)
C6 C7 1.378(4)
C8 C7 1.383(4)
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
C5 H5 O3 1_545 0.96(3) 2.52(3) 3.433(3) 158(2)
C6 H6 O4 7_565 0.97(3) 2.40(3) 3.360(3) 170(2)
C16 H16 O3 4 0.98(2) 2.57(2) 3.495(3) 157.1(19)
C20 H20C Cg3 2_655 1.02(4) 2.91(4) 3.892(4) 162(3)

_cod_database_fobs_code 1544403
