#------------------------------------------------------------------------------
#$Date: 2020-12-19 08:03:20 +0200 (Sat, 19 Dec 2020) $
#$Revision: 260013 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/18/7241896.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_7241896
loop_
_publ_author_name
'Pham, Quyen T.'
'Le, Phong Q.'
'Dang, Ha V.'
'Ha, Hiep Q.'
'Nguyen, Huong T. D.'
'Truong, Thanh'
'Le, Tri Minh'
_publ_section_title
;
 Iodine-mediated formal [3 + 2] annulation for synthesis of furocoumarin
 from oxime esters
;
_journal_issue                   72
_journal_name_full               'RSC Advances'
_journal_page_first              44332
_journal_page_last               44338
_journal_paper_doi               10.1039/D0RA07566C
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C17 H10 O3'
_chemical_formula_sum            'C17 H10 O3'
_chemical_formula_weight         262.27
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_Int_Tables_number      61
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-09-02 deposited with the CCDC.	2020-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.2356(8)
_cell_length_b                   7.1744(4)
_cell_length_c                   25.3234(16)
_cell_measurement_reflns_used    3936
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.48
_cell_measurement_theta_min      3.08
_cell_volume                     2404.6(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9963
_diffrn_measured_fraction_theta_max 0.9963
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1303
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            25205
_diffrn_reflns_theta_full        26.3863
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         3.08
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  .7454
_exptl_absorpt_correction_T_min  0.6818
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4488
_exptl_crystal_description       plate
_exptl_crystal_F_000             1088.6225
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.012
_refine_diff_density_max         0.4854
_refine_diff_density_min         -0.4319
_refine_diff_density_rms         0.1212
_refine_ls_d_res_high            0.7996
_refine_ls_d_res_low             6.6178
_refine_ls_goodness_of_fit_ref   1.0693
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2450
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0693
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0468P)²+0.8735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1165
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              0
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                1654
_reflns_number_total             2450
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0ra07566c2.cif
_cod_data_source_block           T2b_a
_cod_original_cell_volume        2404.6(3)
_cod_database_code               7241896
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C17(H17), C6(H6), C8(H8), C9(H9), C13(H13), C16(H16), C7(H7),
 C15(H15), C14(H14)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-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_refinement_flags_posn
O3 O 0.33656(10) 0.75493(18) 0.54389(6) 0.0216(4) Uani 1.000000 .
O1 O 0.42139(10) 0.21048(18) 0.53826(5) 0.0221(4) Uani 1.000000 .
O2 O 0.42886(11) 0.20304(19) 0.62563(6) 0.0271(4) Uani 1.000000 .
C3 C 0.36368(14) 0.5738(3) 0.53759(8) 0.0186(5) Uani 1.000000 .
C5 C 0.39964(15) 0.2955(3) 0.49052(8) 0.0194(5) Uani 1.000000 .
C2 C 0.38284(14) 0.4920(3) 0.58523(7) 0.0173(5) Uani 1.000000 .
C12 C 0.36889(15) 0.6226(3) 0.68359(8) 0.0192(5) Uani 1.000000 .
C11 C 0.36405(14) 0.6316(3) 0.62562(8) 0.0184(5) Uani 1.000000 .
C10 C 0.33832(15) 0.7862(3) 0.59781(8) 0.0216(5) Uani 1.000000 .
H10 H 0.32320(15) 0.9030(3) 0.61362(8) 0.0259(6) Uiso 1.000000 R
C1 C 0.41197(15) 0.2977(3) 0.58733(8) 0.0199(5) Uani 1.000000 .
C4 C 0.36864(14) 0.4818(3) 0.48773(8) 0.0186(5) Uani 1.000000 .
C17 C 0.44731(16) 0.5327(3) 0.71022(8) 0.0228(5) Uani 1.000000 .
H17 H 0.49715(16) 0.4669(3) 0.69070(8) 0.0274(6) Uiso 1.000000 R
C6 C 0.41080(15) 0.1887(3) 0.44550(8) 0.0230(5) Uani 1.000000 .
H6 H 0.43350(15) 0.0634(3) 0.44779(8) 0.0276(6) Uiso 1.000000 R
C8 C 0.35407(15) 0.4512(3) 0.39350(8) 0.0252(5) Uani 1.000000 .
H8 H 0.33663(15) 0.5023(3) 0.36011(8) 0.0302(6) Uiso 1.000000 R
C9 C 0.34541(15) 0.5589(3) 0.43849(8) 0.0221(5) Uani 1.000000 .
H9 H 0.32377(15) 0.6849(3) 0.43599(8) 0.0266(6) Uiso 1.000000 R
C13 C 0.29484(16) 0.7131(3) 0.71324(8) 0.0247(5) Uani 1.000000 .
H13 H 0.24004(16) 0.7726(3) 0.69583(8) 0.0297(6) Uiso 1.000000 R
C16 C 0.45321(16) 0.5384(3) 0.76475(8) 0.0258(5) Uani 1.000000 .
H16 H 0.50748(16) 0.4780(3) 0.78236(8) 0.0309(6) Uiso 1.000000 R
C7 C 0.38828(15) 0.2677(3) 0.39690(9) 0.0258(5) Uani 1.000000 .
H7 H 0.39626(15) 0.1961(3) 0.36562(9) 0.0310(6) Uiso 1.000000 R
C15 C 0.38014(17) 0.6319(3) 0.79383(9) 0.0274(5) Uani 1.000000 .
H15 H 0.38476(17) 0.6374(3) 0.83124(9) 0.0329(7) Uiso 1.000000 R
C14 C 0.30053(17) 0.7170(3) 0.76788(9) 0.0291(6) Uani 1.000000 .
H14 H 0.24944(17) 0.7785(3) 0.78764(9) 0.0349(7) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
_geom_angle_publ_flag
C10 O3 C3 105.47(15) . . ?
C1 O1 C5 124.12(15) . . ?
C2 C3 O3 110.91(17) . . ?
C4 C3 O3 124.01(18) . . ?
C4 C3 C2 125.06(19) . . ?
C4 C5 O1 121.72(18) . . ?
C6 C5 O1 117.00(18) . . ?
C6 C5 C4 121.28(19) . . ?
C11 C2 C3 107.08(17) . . ?
C1 C2 C3 119.75(18) . . ?
C1 C2 C11 133.13(18) . . ?
C17 C12 C11 122.33(18) . . ?
C13 C12 C11 119.09(18) . . ?
C13 C12 C17 118.5(2) . . ?
C12 C11 C2 131.68(17) . . ?
C10 C11 C2 103.95(18) . . ?
C10 C11 C12 124.36(18) . . ?
C11 C10 O3 112.54(18) . . ?
H10 C10 O3 123.73(10) . . ?
H10 C10 C11 123.73(12) . . ?
O2 C1 O1 116.55(18) . . ?
C2 C1 O1 114.99(17) . . ?
C2 C1 O2 128.46(19) . . ?
C5 C4 C3 114.25(18) . . ?
C9 C4 C3 126.6(2) . . ?
C9 C4 C5 119.18(19) . . ?
H17 C17 C12 119.65(12) . . ?
C16 C17 C12 120.70(19) . . ?
C16 C17 H17 119.65(12) . . ?
H6 C6 C5 120.58(12) . . ?
C7 C6 C5 118.8(2) . . ?
C7 C6 H6 120.58(13) . . ?
C9 C8 H8 119.86(13) . . ?
C7 C8 H8 119.86(13) . . ?
C7 C8 C9 120.3(2) . . ?
C8 C9 C4 119.7(2) . . ?
H9 C9 C4 120.15(12) . . ?
H9 C9 C8 120.15(13) . . ?
H13 C13 C12 119.72(13) . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.72(13) . . ?
H16 C16 C17 119.86(12) . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 H16 119.86(13) . . ?
C8 C7 C6 120.7(2) . . ?
H7 C7 C6 119.66(13) . . ?
H7 C7 C8 119.66(13) . . ?
H15 C15 C16 120.28(13) . . ?
C14 C15 C16 119.4(2) . . ?
C14 C15 H15 120.28(13) . . ?
C15 C14 C13 120.4(2) . . ?
H14 C14 C13 119.78(13) . . ?
H14 C14 C15 119.78(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C3 1.357(2) . ?
O3 C10 1.384(2) . ?
O1 C5 1.384(2) . ?
O1 C1 1.397(2) . ?
O2 C1 1.205(2) . ?
C3 C2 1.365(3) . ?
C3 C4 1.427(3) . ?
C5 C4 1.400(3) . ?
C5 C6 1.381(3) . ?
C2 C11 1.453(3) . ?
C2 C1 1.447(3) . ?
C12 C11 1.471(3) . ?
C12 C17 1.396(3) . ?
C12 C13 1.395(3) . ?
C11 C10 1.357(3) . ?
C10 H10 0.9500 . ?
C4 C9 1.398(3) . ?
C17 H17 0.9500 . ?
C17 C16 1.384(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.382(3) . ?
C8 C7 1.394(3) . ?
C9 H9 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.389(3) . ?
C7 H7 0.9500 . ?
C15 H15 0.9500 . ?
C15 C14 1.384(3) . ?
C14 H14 0.9500 . ?
