#------------------------------------------------------------------------------
#$Date: 2017-07-29 08:09:35 +0200 (Sat 29 de Jul de 2017) $
#$Revision: 199405 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/81/2108144.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_2108144
loop_
_publ_author_name
'Casati, Nicola'
'Genoni, Alessandro'
'Meyer, Benjamin'
'Krawczuk, Anna'
'Macchi, Piero'
_publ_section_title
;
 Exploring charge density analysis in crystals at high pressure: data
 collection, data analysis and advanced modelling
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              584
_journal_page_last               597
_journal_paper_doi               10.1107/S2052520617008356
_journal_volume                  73
_journal_year                    2017
_chemical_formula_sum            'C16 H10 O2'
_chemical_formula_weight         234.24
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 92.780(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8423(5)
_cell_length_b                   12.2033(16)
_cell_length_c                   9.1817(12)
_cell_measurement_reflns_used    5136
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.18
_cell_measurement_theta_min      1.54
_cell_volume                     989.59(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_pressure         1800000
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.689
_diffrn_measured_fraction_theta_max 0.689
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3100
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_sigmaI/netI    0.0787
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5136
_diffrn_reflns_theta_full        11.18
_diffrn_reflns_theta_max         11.18
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.44b (release 16-11-2010 CrysAlis171 .NET)
(compiled Nov 16 2010,21:40:38)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0691
_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)+(0.1484P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.2239
_reflns_number_gt                992
_reflns_number_total             1394
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            lc5086sup3.cif
_cod_data_source_block           BCA_1p80_GPa
_cod_database_code               2108144
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
C1 C 0.6086(3) -0.0017(3) 0.2860(4) 0.0225(9) Uani 1 1 d .
C2 C 0.7200(4) -0.0756(4) 0.2425(5) 0.0287(10) Uani 1 1 d .
H2 H 0.7282 -0.1428 0.2902 0.034 Uiso 1 1 calc R
C3 C 0.8168(4) -0.0546(4) 0.1344(5) 0.0310(11) Uani 1 1 d .
H3 H 0.9026 -0.0986 0.1333 0.037 Uiso 1 1 calc R
C4 C 0.8025(4) 0.0261(4) 0.0236(5) 0.0303(10) Uani 1 1 d .
H4 H 0.8777 0.0243 -0.0437 0.036 Uiso 1 1 calc R
C5 C 0.6954(3) 0.1068(4) -0.0006(5) 0.0293(10) Uani 1 1 d .
H5 H 0.6877 0.1387 -0.0927 0.035 Uiso 1 1 calc R
C6 C 0.5978(3) 0.1441(3) 0.1033(4) 0.0216(9) Uani 1 1 d .
C7 C 0.4565(3) 0.1934(3) 0.0754(4) 0.0255(9) Uani 1 1 d .
H7 H 0.4350 0.2245 -0.0157 0.031 Uiso 1 1 calc R
C8 C 0.3472(4) 0.1977(3) 0.1787(4) 0.0220(9) Uani 1 1 d .
C9 C 0.1913(4) 0.2126(3) 0.1483(4) 0.0258(9) Uani 1 1 d .
H9 H 0.1623 0.2522 0.0650 0.031 Uiso 1 1 calc R
C10 C 0.0773(4) 0.1731(4) 0.2324(5) 0.0274(10) Uani 1 1 d .
H10 H -0.0156 0.2084 0.2191 0.033 Uiso 1 1 calc R
C11 C 0.0817(3) 0.0880(4) 0.3341(5) 0.0291(11) Uani 1 1 d .
H11 H -0.0081 0.0753 0.3801 0.035 Uiso 1 1 calc R
C12 C 0.2014(4) 0.0201(4) 0.3759(5) 0.0293(10) Uani 1 1 d .
H12 H 0.1802 -0.0459 0.4211 0.035 Uiso 1 1 calc R
C13 C 0.3531(4) 0.0460(3) 0.3533(4) 0.0228(9) Uani 1 1 d .
C14 C 0.4711(3) -0.0297(3) 0.3413(4) 0.0250(9) Uani 1 1 d .
H14 H 0.4564 -0.1015 0.3715 0.030 Uiso 1 1 calc R
C15 C 0.6478(3) 0.1122(3) 0.2531(4) 0.0220(9) Uani 1 1 d .
C16 C 0.3828(3) 0.1630(3) 0.3303(4) 0.0204(9) Uani 1 1 d .
O1 O 0.7284(2) 0.1689(2) 0.3328(3) 0.0283(8) Uani 1 1 d .
O2 O 0.4214(3) 0.2258(3) 0.4282(3) 0.0312(8) 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 0.0015 0.0009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C14 C1 C2 125.8(4)
C14 C1 C15 122.0(3)
C2 C1 C15 111.9(3)
C3 C2 C1 123.8(4)
C2 C3 C4 127.9(4)
C5 C4 C3 130.6(4)
C4 C5 C6 124.5(4)
C5 C6 C7 126.3(4)
C5 C6 C15 112.6(3)
C7 C6 C15 120.5(3)
C8 C7 C6 122.5(4)
C7 C8 C9 125.3(4)
C7 C8 C16 120.7(3)
C9 C8 C16 112.8(3)
C10 C9 C8 125.3(4)
C9 C10 C11 129.4(3)
C12 C11 C10 128.8(4)
C11 C12 C13 123.2(4)
C14 C13 C12 125.7(4)
C14 C13 C16 119.4(3)
C12 C13 C16 114.8(3)
C1 C14 C13 122.5(4)
O1 C15 C1 123.6(4)
O1 C15 C6 123.5(4)
C1 C15 C6 112.2(3)
O1 C15 C16 102.3(3)
C1 C15 C16 86.8(2)
C6 C15 C16 87.6(2)
O2 C16 C13 123.5(4)
O2 C16 C8 123.7(4)
C13 C16 C8 112.5(3)
O2 C16 C15 97.5(2)
C13 C16 C15 88.7(2)
C8 C16 C15 88.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C14 1.383(5)
C1 C2 1.408(5)
C1 C15 1.467(6)
C2 C3 1.366(6)
C3 C4 1.417(6)
C4 C5 1.376(6)
C5 C6 1.393(5)
C6 C7 1.400(5)
C6 C15 1.476(5)
C7 C8 1.388(5)
C8 C9 1.405(5)
C8 C16 1.474(5)
C9 C10 1.385(6)
C10 C11 1.396(6)
C11 C12 1.383(5)
C12 C13 1.404(5)
C13 C14 1.402(5)
C13 C16 1.469(5)
C15 O1 1.213(4)
C15 C16 2.557(4)
C16 O2 1.217(5)
