#------------------------------------------------------------------------------
#$Date: 2016-03-02 09:18:47 +0100 (Wed 02 de Mar de 2016) $
#$Revision: 177124 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/44/7224461.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_7224461
loop_
_publ_author_name
'Jia, Weiguo'
'Zhang, Hui'
'Li, Dan-Dan'
'Yan, Li-Qin'
_publ_section_title
;
 One-Pot Synthesis of Acyloxycarbonyl compounds from ketones using
 Pybox-Copper(II) catalysts
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA02186G
_journal_year                    2016
_chemical_formula_sum            'C16 H14 O3'
_chemical_formula_weight         254.27
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-02-24 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.581(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6276(13)
_cell_length_b                   9.6187(13)
_cell_length_c                   14.414(2)
_cell_measurement_reflns_used    3021
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      2.39
_cell_volume                     1319.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11162
_diffrn_reflns_theta_full        27.63
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_correction_T_min  0.9809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   (SADABS,Sheldrick)
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.107
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3061
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0449
_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)+(0.0507P)²+0.1575P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1221
_reflns_number_gt                1900
_reflns_number_total             3061
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra02186g2.cif
_cod_data_source_block           added_by_encifer
_cod_original_cell_volume        1319.8(3)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7224461
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.88801(12) 0.62052(14) 0.23695(8) 0.0714(4) Uani 1 1 d .
C1 C 0.7189(2) 0.6749(2) -0.10719(12) 0.0714(5) Uani 1 1 d .
H1A H 0.7073 0.6891 -0.1717 0.086 Uiso 1 1 calc R
C2 C 0.8518(2) 0.6680(2) -0.05663(12) 0.0734(5) Uani 1 1 d .
H2A H 0.9300 0.6770 -0.0871 0.088 Uiso 1 1 calc R
O3 O 0.66964(14) 0.78350(13) 0.33773(8) 0.0737(4) Uani 1 1 d .
C3 C 0.86918(18) 0.64759(19) 0.03942(12) 0.0626(5) Uani 1 1 d .
H3A H 0.9590 0.6439 0.0736 0.075 Uiso 1 1 calc R
C4 C 0.75359(16) 0.63288(16) 0.08430(10) 0.0487(4) Uani 1 1 d .
C5 C 0.62045(16) 0.63925(17) 0.03308(10) 0.0549(4) Uani 1 1 d .
H5A H 0.5421 0.6289 0.0632 0.066 Uiso 1 1 calc R
C6 C 0.60349(19) 0.6609(2) -0.06256(11) 0.0651(5) Uani 1 1 d .
H6A H 0.5137 0.6659 -0.0968 0.078 Uiso 1 1 calc R
C7 C 0.77677(17) 0.60752(17) 0.18705(10) 0.0525(4) Uani 1 1 d .
C8 C 0.67344(18) 0.53874(17) 0.31782(10) 0.0548(4) Uani 1 1 d .
H8A H 0.7510 0.4735 0.3355 0.066 Uiso 1 1 calc R
C9 C 0.5367(2) 0.4733(2) 0.33440(12) 0.0731(5) Uani 1 1 d .
H9A H 0.5216 0.3890 0.2987 0.110 Uiso 1 1 calc R
H9B H 0.4608 0.5367 0.3151 0.110 Uiso 1 1 calc R
H9C H 0.5408 0.4527 0.3999 0.110 Uiso 1 1 calc R
C10 C 0.70006(16) 0.67194(17) 0.37413(10) 0.0514(4) Uani 1 1 d .
C11 C 0.75591(15) 0.66128(17) 0.47595(10) 0.0487(4) Uani 1 1 d .
C12 C 0.74544(17) 0.77645(19) 0.53209(11) 0.0576(4) Uani 1 1 d .
H12A H 0.7020 0.8568 0.5062 0.069 Uiso 1 1 calc R
C13 C 0.7991(2) 0.7726(2) 0.62642(12) 0.0699(5) Uani 1 1 d .
H13A H 0.7894 0.8494 0.6642 0.084 Uiso 1 1 calc R
C14 C 0.8669(2) 0.6557(2) 0.66457(12) 0.0733(6) Uani 1 1 d .
H14A H 0.9062 0.6546 0.7276 0.088 Uiso 1 1 calc R
C15 C 0.8768(2) 0.5412(2) 0.61020(12) 0.0746(5) Uani 1 1 d .
H15A H 0.9214 0.4616 0.6364 0.090 Uiso 1 1 calc R
C16 C 0.82075(19) 0.54311(19) 0.51631(11) 0.0641(5) Uani 1 1 d .
H16A H 0.8266 0.4642 0.4798 0.077 Uiso 1 1 calc R
O2 O 0.65891(11) 0.56823(12) 0.21895(6) 0.0545(3) Uani 1 1 d .
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
C6 C1 C2 120.08(16)
C1 C2 C3 120.05(16)
C4 C3 C2 119.97(16)
C3 C4 C5 119.68(14)
C3 C4 C7 118.32(14)
C5 C4 C7 121.99(14)
C6 C5 C4 120.18(15)
C1 C6 C5 120.03(16)
O1 C7 O2 123.18(14)
O1 C7 C4 124.52(15)
O2 C7 C4 112.30(13)
O2 C8 C9 106.30(12)
O2 C8 C10 110.30(12)
C9 C8 C10 110.41(14)
O3 C10 C11 121.09(14)
O3 C10 C8 120.37(13)
C11 C10 C8 118.44(13)
C16 C11 C12 118.66(14)
C16 C11 C10 123.04(14)
C12 C11 C10 118.28(14)
C13 C12 C11 120.33(16)
C14 C13 C12 120.11(17)
C15 C14 C13 120.08(16)
C14 C15 C16 120.14(18)
C15 C16 C11 120.64(16)
C7 O2 C8 115.65(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.2042(18)
C1 C6 1.371(2)
C1 C2 1.377(3)
C2 C3 1.383(2)
O3 C10 1.2111(18)
C3 C4 1.375(2)
C4 C5 1.382(2)
C4 C7 1.485(2)
C5 C6 1.379(2)
C7 O2 1.3408(19)
C8 O2 1.4392(16)
C8 C9 1.510(2)
C8 C10 1.518(2)
C10 C11 1.489(2)
C11 C16 1.383(2)
C11 C12 1.384(2)
C12 C13 1.381(2)
C13 C14 1.373(3)
C14 C15 1.363(3)
C15 C16 1.380(2)
