#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/98/2219849.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_2219849
loop_
_publ_author_name
'Augustine, T.'
'Vithiya, Scholastica Mary'
'Ramkumar, V.'
'Kanakam, Charles C.'
_publ_section_title
;
 3-Benzylidene-6-methoxychroman-4-one
;
_journal_coeditor_code           FL2222
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2080
_journal_paper_doi               10.1107/S1600536808031541
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C17 H14 O3'
_chemical_formula_moiety         'C17 H14 O3'
_chemical_formula_sum            'C17 H14 O3'
_chemical_formula_weight         266.28
_chemical_name_systematic
;
3-Benzylidene-6-methoxychroman-4-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.9640(10)
_cell_angle_beta                 103.8280(10)
_cell_angle_gamma                104.0420(10)
_cell_formula_units_Z            2
_cell_length_a                   7.2678(2)
_cell_length_b                   8.3151(2)
_cell_length_c                   11.7999(4)
_cell_measurement_reflns_used    4851
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.56
_cell_volume                     661.74(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker APEXII CCD 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  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8868
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.56
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9662
_exptl_absorpt_correction_T_min  0.9601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.233
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         3041
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0389
_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)+(0.0554P)²+0.1403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1159
_reflns_number_gt                2404
_reflns_number_total             3041
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl2222.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     '-p 1'
_cod_database_code               2219849
_cod_database_fobs_code          2219849
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
C C1 -0.38800(18) 0.42099(15) 0.12980(11) 0.0357(3) Uani d . 1
C C2 -0.49675(19) 0.45875(16) 0.20631(12) 0.0413(3) Uani d . 1
H H2 -0.4480 0.5584 0.2610 0.050 Uiso calc R 1
C C3 -0.6764(2) 0.34969(18) 0.20189(13) 0.0469(3) Uani d . 1
H H3 -0.7484 0.3771 0.2527 0.056 Uiso calc R 1
C C4 -0.7491(2) 0.20056(18) 0.12250(14) 0.0499(3) Uani d . 1
H H4 -0.8689 0.1265 0.1205 0.060 Uiso calc R 1
C C5 -0.6433(2) 0.16181(18) 0.04615(13) 0.0526(4) Uani d . 1
H H5 -0.6916 0.0606 -0.0069 0.063 Uiso calc R 1
C C6 -0.4668(2) 0.27146(17) 0.04756(12) 0.0448(3) Uani d . 1
H H6 -0.3995 0.2458 -0.0066 0.054 Uiso calc R 1
C C7 -0.19833(18) 0.53387(16) 0.12988(12) 0.0384(3) Uani d . 1
C C8 -0.04981(18) 0.62292(15) 0.22311(11) 0.0366(3) Uani d . 1
C C9 0.12813(18) 0.73207(16) 0.20106(11) 0.0375(3) Uani d . 1
C C10 0.47891(18) 0.89529(15) 0.29540(11) 0.0370(3) Uani d . 1
H H10 0.4781 0.9476 0.2294 0.044 Uiso calc R 1
C C11 0.64996(18) 0.92856(15) 0.38626(11) 0.0390(3) Uani d . 1
C C12 0.65136(19) 0.84577(17) 0.48305(12) 0.0439(3) Uani d . 1
H H12 0.7679 0.8659 0.5429 0.053 Uiso calc R 1
C C13 0.4833(2) 0.73495(18) 0.49135(12) 0.0439(3) Uani d . 1
H H13 0.4862 0.6800 0.5562 0.053 Uiso calc R 1
C C14 -0.03927(19) 0.62083(18) 0.35174(11) 0.0427(3) Uani d . 1
H H14A -0.0509 0.7271 0.3874 0.051 Uiso calc R 1
H H14B -0.1486 0.5319 0.3584 0.051 Uiso calc R 1
C C15 0.30664(17) 0.78222(14) 0.30322(10) 0.0336(3) Uani d . 1
C C16 0.30814(18) 0.70497(15) 0.40210(11) 0.0362(3) Uani d . 1
C C17 0.8268(3) 1.1358(3) 0.29888(18) 0.0764(6) Uani d . 1
H H17A 0.8124 1.0644 0.2261 0.115 Uiso calc R 1
H H17B 0.9493 1.2225 0.3186 0.115 Uiso calc R 1
H H17C 0.7195 1.1861 0.2896 0.115 Uiso calc R 1
O O1 0.13097(14) 0.77364(14) 0.10531(9) 0.0566(3) Uani d . 1
O O2 0.14409(13) 0.59397(12) 0.41471(8) 0.0454(2) Uani d . 1
O O3 0.82540(14) 1.03993(13) 0.38987(9) 0.0540(3) Uani d . 1
H H7 -0.175(2) 0.5435(19) 0.0546(15) 0.051(4) Uiso 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 C1 C6 118.20(12)
C2 C1 C7 122.70(11)
C6 C1 C7 119.07(12)
C3 C2 C1 120.72(12)
C3 C2 H2 119.6
C1 C2 H2 119.6
C4 C3 C2 120.26(13)
C4 C3 H3 119.9
C2 C3 H3 119.9
C5 C4 C3 119.63(13)
C5 C4 H4 120.2
C3 C4 H4 120.2
C6 C5 C4 120.64(13)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C1 120.49(13)
C5 C6 H6 119.8
C1 C6 H6 119.8
C8 C7 C1 128.33(12)
C8 C7 H7 115.3(9)
C1 C7 H7 116.4(9)
C7 C8 C9 118.66(11)
C7 C8 C14 126.65(12)
C9 C8 C14 114.65(10)
O1 C9 C15 121.81(11)
O1 C9 C8 123.09(11)
C15 C9 C8 115.06(11)
C11 C10 C15 119.58(12)
C11 C10 H10 120.2
C15 C10 H10 120.2
O3 C11 C10 124.75(12)
O3 C11 C12 115.45(11)
C10 C11 C12 119.80(12)
C13 C12 C11 120.93(12)
C13 C12 H12 119.5
C11 C12 H12 119.5
C12 C13 C16 119.70(12)
C12 C13 H13 120.1
C16 C13 H13 120.1
O2 C14 C8 111.15(10)
O2 C14 H14A 109.4
C8 C14 H14A 109.4
O2 C14 H14B 109.4
C8 C14 H14B 109.4
H14A C14 H14B 108.0
C16 C15 C10 120.07(11)
C16 C15 C9 119.69(11)
C10 C15 C9 119.96(11)
O2 C16 C15 122.60(11)
O2 C16 C13 117.53(11)
C15 C16 C13 119.83(12)
O3 C17 H17A 109.5
O3 C17 H17B 109.5
H17A C17 H17B 109.5
O3 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C16 O2 C14 113.85(10)
C11 O3 C17 117.35(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3932(18)
C1 C6 1.3978(17)
C1 C7 1.4671(17)
C2 C3 1.3830(19)
C2 H2 0.9300
C3 C4 1.378(2)
C3 H3 0.9300
C4 C5 1.377(2)
C4 H4 0.9300
C5 C6 1.377(2)
C5 H5 0.9300
C6 H6 0.9300
C7 C8 1.3412(17)
C7 H7 0.950(16)
C8 C9 1.4846(18)
C8 C14 1.5036(18)
C9 O1 1.2187(15)
C9 C15 1.4818(16)
C10 C11 1.3805(17)
C10 C15 1.4007(17)
C10 H10 0.9300
C11 O3 1.3704(15)
C11 C12 1.3927(19)
C12 C13 1.371(2)
C12 H12 0.9300
C13 C16 1.3938(17)
C13 H13 0.9300
C14 O2 1.4434(16)
C14 H14A 0.9700
C14 H14B 0.9700
C15 C16 1.3883(17)
C16 O2 1.3693(15)
C17 O3 1.403(2)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
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
C6 H6 O1 2_565 0.93 2.53 3.4293(18) 163
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
C6 C1 C2 C3 0.93(19)
C7 C1 C2 C3 179.01(12)
C1 C2 C3 C4 0.9(2)
C2 C3 C4 C5 -1.0(2)
C3 C4 C5 C6 -0.7(2)
C4 C5 C6 C1 2.6(2)
C2 C1 C6 C5 -2.7(2)
C7 C1 C6 C5 179.18(12)
C2 C1 C7 C8 41.2(2)
C6 C1 C7 C8 -140.74(14)
C1 C7 C8 C9 -178.86(12)
C1 C7 C8 C14 3.3(2)
C7 C8 C9 O1 16.3(2)
C14 C8 C9 O1 -165.66(13)
C7 C8 C9 C15 -161.35(11)
C14 C8 C9 C15 16.71(16)
C15 C10 C11 O3 -178.13(11)
C15 C10 C11 C12 1.94(18)
O3 C11 C12 C13 178.09(12)
C10 C11 C12 C13 -2.0(2)
C11 C12 C13 C16 -0.3(2)
C7 C8 C14 O2 129.37(13)
C9 C8 C14 O2 -48.50(15)
C11 C10 C15 C16 0.33(18)
C11 C10 C15 C9 -173.63(11)
O1 C9 C15 C16 -166.84(12)
C8 C9 C15 C16 10.83(17)
O1 C9 C15 C10 7.14(19)
C8 C9 C15 C10 -175.19(10)
C10 C15 C16 O2 179.75(11)
C9 C15 C16 O2 -6.28(18)
C10 C15 C16 C13 -2.59(18)
C9 C15 C16 C13 171.39(11)
C12 C13 C16 O2 -179.65(11)
C12 C13 C16 C15 2.57(19)
C15 C16 O2 C14 -27.22(16)
C13 C16 O2 C14 155.06(11)
C8 C14 O2 C16 53.73(14)
C10 C11 O3 C17 5.0(2)
C12 C11 O3 C17 -175.11(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 22878817
