#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:04:18 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180410 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/79/7207945.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_7207945
loop_
_publ_author_name
'Cardellicchio, Cosimo'
'Capozzi, Maria Annunziata M.'
'Alvarez-Larena, Angel'
'Piniella, Joan F.'
'Capitelli, Francesco'
_publ_section_title
;
 Investigation on the weak interactions assembling the crystal structures
 of Betti bases
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              3972
_journal_paper_doi               10.1039/c2ce06295j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C25 H22 F N O'
_chemical_formula_sum            'C25 H22 F N O'
_chemical_formula_weight         371.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.687(2)
_cell_length_b                   12.122(2)
_cell_length_c                   15.549(3)
_cell_measurement_reflns_used    128
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.03
_cell_measurement_theta_min      3.21
_cell_volume                     2014.3(6)
_computing_cell_refinement       'EVALCCD (Duisenberg et al., 2003)'
_computing_data_collection       'Collect (Nonius, 1998)'
_computing_data_reduction        'EVALCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'DIAMOND 2.1e (1998-2001 Crystal Impact GbR)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al. 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.938
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14042
_diffrn_reflns_theta_full        29.18
_diffrn_reflns_theta_max         29.18
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9841
_exptl_absorpt_correction_T_min  0.9564
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.122
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4931
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0471
_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)+(0.0335P)²+0.1268P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0976
_reflns_number_gt                3022
_reflns_number_total             4931
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06295j.txt
_cod_data_source_block           g15
_cod_original_cell_volume        2014.3(7)
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7207945
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
F1 F 1.19013(13) 0.65520(14) 1.09940(9) 0.1111(5) Uani 1 1 d .
O1 O 0.57453(15) 0.58387(13) 0.95436(10) 0.0761(4) Uani 1 1 d .
H4 H 0.6320 0.5856 0.9195 0.114 Uiso 1 1 calc R
N1 N 0.74863(16) 0.50141(14) 0.85961(10) 0.0529(4) Uani 1 1 d .
H1N H 0.8132(19) 0.5263(16) 0.8317(12) 0.063 Uiso 1 1 d .
C1 C 0.66214(18) 0.44474(16) 0.80007(11) 0.0539(5) Uani 1 1 d .
H1 H 0.5888 0.4222 0.8336 0.065 Uiso 1 1 calc R
C2 C 0.79144(16) 0.43720(14) 0.93493(10) 0.0433(4) Uani 1 1 d .
H2 H 0.8205 0.3649 0.9151 0.052 Uiso 1 1 calc R
C3 C 0.68433(17) 0.41999(15) 0.99861(11) 0.0456(4) Uani 1 1 d .
C4 C 0.58652(18) 0.49345(17) 1.00496(13) 0.0577(5) Uani 1 1 d .
C5 C 0.4912(2) 0.4790(2) 1.06693(18) 0.0774(7) Uani 1 1 d .
H5 H 0.4238 0.5274 1.0683 0.093 Uiso 1 1 calc R
C6 C 0.4972(2) 0.3959(3) 1.12369(17) 0.0868(8) Uani 1 1 d .
H6 H 0.4332 0.3875 1.1637 0.104 Uiso 1 1 calc R
C7 C 0.5981(2) 0.3210(2) 1.12426(14) 0.0700(6) Uani 1 1 d .
C8 C 0.6093(3) 0.2374(3) 1.18717(17) 0.1009(10) Uani 1 1 d .
H8 H 0.5488 0.2318 1.2299 0.121 Uiso 1 1 calc R
C9 C 0.7052(4) 0.1661(3) 1.18660(19) 0.1102(11) Uani 1 1 d .
H9 H 0.7120 0.1128 1.2294 0.132 Uiso 1 1 calc R
C10 C 0.7940(3) 0.1722(2) 1.12202(17) 0.0912(8) Uani 1 1 d .
H10 H 0.8590 0.1213 1.1208 0.109 Uiso 1 1 calc R
C11 C 0.7877(2) 0.25177(17) 1.06007(14) 0.0655(5) Uani 1 1 d .
H11 H 0.8488 0.2539 1.0175 0.079 Uiso 1 1 calc R
C12 C 0.69060(18) 0.33101(16) 1.05887(11) 0.0526(5) Uani 1 1 d .
C13 C 0.90016(17) 0.49649(15) 0.97771(10) 0.0443(4) Uani 1 1 d .
C14 C 0.88685(19) 0.60405(16) 1.00676(12) 0.0554(5) Uani 1 1 d .
H14 H 0.8114 0.6408 0.9986 0.066 Uiso 1 1 calc R
C15 C 0.9846(2) 0.65739(19) 1.04775(13) 0.0670(6) Uani 1 1 d .
H15 H 0.9757 0.7295 1.0672 0.080 Uiso 1 1 calc R
C16 C 1.0941(2) 0.6019(2) 1.05893(13) 0.0705(6) Uani 1 1 d .
C17 C 1.1107(2) 0.4972(2) 1.03221(14) 0.0721(6) Uani 1 1 d .
H17 H 1.1864 0.4612 1.0414 0.086 Uiso 1 1 calc R
C18 C 1.01345(18) 0.44430(17) 0.99096(13) 0.0580(5) Uani 1 1 d .
H18 H 1.0243 0.3723 0.9717 0.070 Uiso 1 1 calc R
C19 C 0.6179(2) 0.52990(19) 0.73459(14) 0.0810(7) Uani 1 1 d .
H19A H 0.5861 0.5935 0.7642 0.122 Uiso 1 1 calc R
H19B H 0.5530 0.4985 0.6997 0.122 Uiso 1 1 calc R
H19C H 0.6869 0.5513 0.6987 0.122 Uiso 1 1 calc R
C20 C 0.71342(17) 0.34231(16) 0.75714(11) 0.0517(5) Uani 1 1 d .
C21 C 0.8056(2) 0.3487(2) 0.69565(12) 0.0684(6) Uani 1 1 d .
H21 H 0.8410 0.4168 0.6828 0.082 Uiso 1 1 calc R
C22 C 0.8463(2) 0.2563(3) 0.65269(14) 0.0816(7) Uani 1 1 d .
H22 H 0.9088 0.2623 0.6113 0.098 Uiso 1 1 calc R
C23 C 0.7953(3) 0.1556(2) 0.67073(16) 0.0889(8) Uani 1 1 d .
H23 H 0.8214 0.0934 0.6406 0.107 Uiso 1 1 calc R
C24 C 0.7058(3) 0.1462(2) 0.73296(18) 0.0904(8) Uani 1 1 d .
H24 H 0.6725 0.0775 0.7465 0.108 Uiso 1 1 calc R
C25 C 0.6654(2) 0.2390(2) 0.77548(14) 0.0719(6) Uani 1 1 d .
H25 H 0.6042 0.2322 0.8177 0.086 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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
C1 N1 C2 116.43(15)
N1 C1 C20 115.56(15)
N1 C1 C19 107.31(16)
C20 C1 C19 111.93(15)
N1 C2 C13 109.53(14)
N1 C2 C3 110.69(14)
C13 C2 C3 110.72(13)
C4 C3 C12 118.45(17)
C4 C3 C2 121.80(17)
C12 C3 C2 119.50(15)
O1 C4 C3 123.59(18)
O1 C4 C5 115.3(2)
C3 C4 C5 121.1(2)
C6 C5 C4 120.5(2)
C5 C6 C7 121.6(2)
C6 C7 C8 122.1(3)
C6 C7 C12 118.2(2)
C8 C7 C12 119.8(3)
C9 C8 C7 121.5(3)
C8 C9 C10 119.6(3)
C11 C10 C9 121.1(3)
C10 C11 C12 121.7(2)
C11 C12 C7 116.26(19)
C11 C12 C3 123.73(17)
C7 C12 C3 120.0(2)
C18 C13 C14 118.15(18)
C18 C13 C2 121.25(16)
C14 C13 C2 120.57(17)
C15 C14 C13 120.8(2)
C16 C15 C14 118.5(2)
C17 C16 C15 122.6(2)
C17 C16 F1 119.3(2)
C15 C16 F1 118.1(2)
C16 C17 C18 118.8(2)
C17 C18 C13 121.13(19)
C21 C20 C25 117.4(2)
C21 C20 C1 121.34(19)
C25 C20 C1 121.19(17)
C20 C21 C22 121.2(2)
C23 C22 C21 120.1(2)
C24 C23 C22 120.0(2)
C23 C24 C25 119.6(3)
C24 C25 C20 121.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C16 1.366(2)
O1 C4 1.355(2)
N1 C1 1.478(2)
N1 C2 1.479(2)
C1 C20 1.512(3)
C1 C19 1.525(3)
C2 C13 1.520(2)
C2 C3 1.528(2)
C3 C4 1.377(3)
C3 C12 1.430(2)
C4 C5 1.413(3)
C5 C6 1.340(3)
C6 C7 1.410(4)
C7 C8 1.414(4)
C7 C12 1.423(3)
C8 C9 1.341(4)
C9 C10 1.383(4)
C10 C11 1.365(3)
C11 C12 1.414(3)
C13 C18 1.381(3)
C13 C14 1.387(2)
C14 C15 1.384(3)
C15 C16 1.361(3)
C16 C17 1.348(3)
C17 C18 1.379(3)
C20 C21 1.375(3)
C20 C25 1.383(3)
C21 C22 1.376(3)
C22 C23 1.366(4)
C23 C24 1.365(4)
C24 C25 1.375(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H4 N1 0.82 1.86 2.575(2) 145.0 .
C5 H5 F1 0.93 2.98 3.895(3) 169.1 1_455
C9 H9 F1 0.93 2.91 3.513(3) 124.0 3_747
C15 H15 O1 0.93 2.52 3.281(3) 139.3 4_567
