#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:31:27 +0100 (dom 17 de nov de 2019) $
#$Revision: 230899 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/09/7230909.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_7230909
loop_
_publ_author_name
'Rajagopal, Shinaj K.'
'K, Nagaraj'
'Deb, Somadrita'
'Bhat, Vinayak'
'Sasikumar, Devika'
'Sebastian, Ebin'
'Hariharan, Mahesh'
_publ_section_title
;
 Extending the scope of the carbonyl facilitated triplet excited state
 towards visible light excitation.
;
_journal_issue                   28
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              19120
_journal_page_last               19128
_journal_paper_doi               10.1039/c8cp01023d
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C17 H12 O'
_chemical_formula_sum            'C17 H12 O'
_chemical_formula_weight         232.27
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2017-06-30 deposited with the CCDC.
2018-06-18 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   6.215(5)
_cell_length_b                   12.803(5)
_cell_length_c                   15.398(5)
_cell_measurement_reflns_used    4383
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      3.28
_cell_volume                     1225.2(12)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5796
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.975
_diffrn_reflns_theta_min         2.646
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.9924
_exptl_absorpt_correction_T_min  0.9848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      1.259
_exptl_crystal_density_method    NONE
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details
;
 Flack x determined using 861 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.8(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2339
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0353
_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)+(0.0428P)²+0.1634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0930
_reflns_Friedel_coverage         0.668
_reflns_Friedel_fraction_full    0.947
_reflns_Friedel_fraction_max     0.944
_reflns_number_gt                2190
_reflns_number_total             2339
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cp01023d2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7230907--7230912.cif.'
_cod_database_code               7230909
_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   0.985
_shelx_estimated_absorpt_t_max   0.992
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.2556(5) 0.09297(19) 1.30550(15) 0.0705(7) Uani 1 1 d . .
H1 H 0.1438 0.0966 1.3456 0.085 Uiso 1 1 calc R U
C2 C 0.4255(5) 0.1568(2) 1.31470(15) 0.0731(7) Uani 1 1 d . .
H2 H 0.4299 0.2047 1.3601 0.088 Uiso 1 1 calc R U
C3 C 0.5944(5) 0.15100(18) 1.25597(15) 0.0655(6) Uani 1 1 d . .
H3 H 0.7135 0.1940 1.2634 0.079 Uiso 1 1 calc R U
C4 C 0.5890(4) 0.08316(15) 1.18733(13) 0.0506(5) Uani 1 1 d . .
H4 H 0.7041 0.0813 1.1488 0.061 Uiso 1 1 calc R U
C5 C 0.4117(3) 0.01592(14) 1.17401(12) 0.0460(4) Uani 1 1 d . .
C6 C 0.2421(4) 0.01970(17) 1.23589(14) 0.0578(5) Uani 1 1 d . .
C7 C 0.0681(4) -0.0490(2) 1.22700(19) 0.0750(6) Uani 1 1 d . U
H7 H -0.0443 -0.0461 1.2668 0.090 Uiso 1 1 calc R U
C8 C 0.0606(4) -0.1196(2) 1.1617(2) 0.0786(7) Uani 1 1 d . U
H8 H -0.0550 -0.1655 1.1580 0.094 Uiso 1 1 calc R U
C9 C 0.2266(4) -0.12421(17) 1.09900(17) 0.0682(7) Uani 1 1 d . .
H9 H 0.2194 -0.1730 1.0543 0.082 Uiso 1 1 calc R U
C10 C 0.3993(4) -0.05670(14) 1.10385(13) 0.0501(5) Uani 1 1 d . .
C11 C 0.5643(4) -0.06156(14) 1.03328(14) 0.0544(5) Uani 1 1 d . .
C12 C 0.6138(3) 0.03490(14) 0.98255(12) 0.0485(4) Uani 1 1 d . .
C13 C 0.8081(4) 0.04339(19) 0.93892(14) 0.0616(6) Uani 1 1 d . .
H13 H 0.9095 -0.0098 0.9432 0.074 Uiso 1 1 calc R U
C14 C 0.8515(5) 0.1307(2) 0.88909(16) 0.0715(7) Uani 1 1 d . .
H14 H 0.9827 0.1365 0.8605 0.086 Uiso 1 1 calc R U
C15 C 0.7017(5) 0.2086(2) 0.88182(15) 0.0691(7) Uani 1 1 d . .
H15 H 0.7309 0.2668 0.8476 0.083 Uiso 1 1 calc R U
C16 C 0.5091(5) 0.20137(17) 0.92470(13) 0.0627(6) Uani 1 1 d . .
H16 H 0.4084 0.2548 0.9197 0.075 Uiso 1 1 calc R U
C17 C 0.4637(4) 0.11482(15) 0.97555(12) 0.0516(5) Uani 1 1 d . .
H17 H 0.3333 0.1103 1.0049 0.062 Uiso 1 1 calc R U
O1 O 0.6492(4) -0.14387(12) 1.01463(13) 0.0882(7) 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
C2 C1 C6 121.7(2)
C2 C1 H1 119.1
C6 C1 H1 119.1
C1 C2 C3 119.6(2)
C1 C2 H2 120.2
C3 C2 H2 120.2
C4 C3 C2 121.3(3)
C4 C3 H3 119.4
C2 C3 H3 119.4
C3 C4 C5 121.2(2)
C3 C4 H4 119.4
C5 C4 H4 119.4
C4 C5 C6 117.39(18)
C4 C5 C10 123.28(18)
C6 C5 C10 119.30(19)
C7 C6 C5 119.0(2)
C7 C6 C1 122.1(2)
C5 C6 C1 118.8(2)
C8 C7 C6 121.3(2)
C8 C7 H7 119.4
C6 C7 H7 119.4
C7 C8 C9 120.7(2)
C7 C8 H8 119.7
C9 C8 H8 119.7
C10 C9 C8 120.3(2)
C10 C9 H9 119.9
C8 C9 H9 119.9
C9 C10 C5 119.4(2)
C9 C10 C11 117.9(2)
C5 C10 C11 122.67(18)
O1 C11 C12 120.4(2)
O1 C11 C10 120.41(19)
C12 C11 C10 119.13(16)
C13 C12 C17 119.32(19)
C13 C12 C11 119.84(19)
C17 C12 C11 120.79(18)
C14 C13 C12 120.2(2)
C14 C13 H13 119.9
C12 C13 H13 119.9
C15 C14 C13 120.1(2)
C15 C14 H14 119.9
C13 C14 H14 119.9
C16 C15 C14 120.4(2)
C16 C15 H15 119.8
C14 C15 H15 119.8
C15 C16 C17 120.3(2)
C15 C16 H16 119.9
C17 C16 H16 119.9
C16 C17 C12 119.8(2)
C16 C17 H17 120.1
C12 C17 H17 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.343(4)
C1 C6 1.427(3)
C1 H1 0.9300
C2 C3 1.387(4)
C2 H2 0.9300
C3 C4 1.368(3)
C3 H3 0.9300
C4 C5 1.413(3)
C4 H4 0.9300
C5 C6 1.422(3)
C5 C10 1.427(3)
C6 C7 1.400(4)
C7 C8 1.352(4)
C7 H7 0.9300
C8 C9 1.415(4)
C8 H8 0.9300
C9 C10 1.380(3)
C9 H9 0.9300
C10 C11 1.496(3)
C11 O1 1.213(2)
C11 C12 1.493(3)
C12 C13 1.386(3)
C12 C17 1.389(3)
C13 C14 1.382(4)
C13 H13 0.9300
C14 C15 1.369(4)
C14 H14 0.9300
C15 C16 1.370(4)
C15 H15 0.9300
C16 C17 1.386(3)
C16 H16 0.9300
C17 H17 0.9300
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 -0.9(3)
C1 C2 C3 C4 1.7(4)
C2 C3 C4 C5 -0.4(3)
C3 C4 C5 C6 -1.6(3)
C3 C4 C5 C10 -179.50(19)
C4 C5 C6 C7 -177.20(18)
C10 C5 C6 C7 0.8(3)
C4 C5 C6 C1 2.3(3)
C10 C5 C6 C1 -179.68(18)
C2 C1 C6 C7 178.4(2)
C2 C1 C6 C5 -1.1(3)
C5 C6 C7 C8 1.0(3)
C1 C6 C7 C8 -178.5(2)
C6 C7 C8 C9 -1.6(4)
C7 C8 C9 C10 0.2(3)
C8 C9 C10 C5 1.7(3)
C8 C9 C10 C11 -177.0(2)
C4 C5 C10 C9 175.74(18)
C6 C5 C10 C9 -2.1(3)
C4 C5 C10 C11 -5.7(3)
C6 C5 C10 C11 176.44(17)
C9 C10 C11 O1 -53.2(3)
C5 C10 C11 O1 128.2(2)
C9 C10 C11 C12 123.1(2)
C5 C10 C11 C12 -55.5(3)
O1 C11 C12 C13 -25.3(3)
C10 C11 C12 C13 158.33(18)
O1 C11 C12 C17 152.1(2)
C10 C11 C12 C17 -24.3(3)
C17 C12 C13 C14 0.0(3)
C11 C12 C13 C14 177.48(19)
C12 C13 C14 C15 -0.7(3)
C13 C14 C15 C16 0.9(4)
C14 C15 C16 C17 -0.3(3)
C15 C16 C17 C12 -0.4(3)
C13 C12 C17 C16 0.5(3)
C11 C12 C17 C16 -176.89(19)
