#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:01:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229244 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/53/7045377.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_7045377
loop_
_publ_author_name
'Savastano, M.'
'Bazzicalupi, C.'
'García-Gallarín, C'
'Giorgi, C.'
'López de la Torre, M D'
'Pichierri, F.'
'Bianchi, A.'
'Melguizo, M.'
_publ_section_title
;
 Halide and hydroxide anion binding in water.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3329
_journal_page_last               3338
_journal_paper_doi               10.1039/c7dt04430e
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C14 H31 F5 N6 O3'
_chemical_formula_weight         426.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-15 deposited with the CCDC.
2018-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.145(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1360(5)
_cell_length_b                   8.6567(4)
_cell_length_c                   19.1395(7)
_cell_measurement_reflns_used    2885
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.2680
_cell_measurement_theta_min      4.7020
_cell_volume                     2009.34(14)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_molecular_graphics    'Mercury CSD 3.9'
_computing_publication_material  'PARST93 (Nardelli, 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR92 (Altomare, 1994)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.4547
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measurement_device_type  'four-circle diffractometer'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8190
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.264
_diffrn_reflns_theta_min         4.262
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0606P)²+2.2889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1356
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1861
_reflns_number_total             2418
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt04430e1.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7045377--7045381.cif.'
_cod_database_code               7045377
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
F2 F 0.40075(10) 0.08514(16) 0.60309(6) 0.0470(3) Uani 1 1 d . . .
F3 F 0.5000 0.6782(2) 0.7500 0.0573(5) Uani 1 2 d S T P
O1 O 0.21475(12) 0.72552(15) 0.70687(7) 0.0403(3) Uani 1 1 d . . .
F1 F 0.37828(11) 0.34605(17) 0.61495(10) 0.0697(5) Uani 1 1 d . . .
N3 N 0.18044(11) 0.46173(15) 0.61811(7) 0.0226(3) Uani 1 1 d . . .
H3 H 0.2550 0.4182 0.6208 0.027 Uiso 1 1 calc R U .
N1 N 0.04569(12) -0.13526(17) 0.48019(8) 0.0328(4) Uani 1 1 d . . .
N2 N 0.10304(12) -0.04189(17) 0.52279(8) 0.0331(4) Uani 1 1 d . . .
C1 C 0.05514(14) 0.09021(19) 0.54132(9) 0.0269(4) Uani 1 1 d . . .
C3 C 0.11052(14) 0.36209(19) 0.57005(8) 0.0264(4) Uani 1 1 d . . .
H3A H 0.1343 0.3740 0.5225 0.032 Uiso 1 1 calc R U .
H3B H 0.0343 0.3952 0.5713 0.032 Uiso 1 1 calc R U .
C7 C 0.13860(14) 0.46833(19) 0.69066(8) 0.0257(3) Uani 1 1 d . . .
H7A H 0.1387 0.3655 0.7108 0.031 Uiso 1 1 calc R U .
H7B H 0.0634 0.5066 0.6892 0.031 Uiso 1 1 calc R U .
C2 C 0.11900(15) 0.19300(19) 0.59123(9) 0.0303(4) Uani 1 1 d . . .
H2A H 0.1959 0.1621 0.5928 0.036 Uiso 1 1 calc R U .
H2B H 0.0912 0.1805 0.6378 0.036 Uiso 1 1 calc R U .
C4 C 0.18750(14) 0.62301(19) 0.59009(9) 0.0281(4) Uani 1 1 d . . .
H4A H 0.1142 0.6674 0.5855 0.034 Uiso 1 1 calc R U .
H4B H 0.2187 0.6211 0.5442 0.034 Uiso 1 1 calc R U .
C6 C 0.21105(16) 0.5736(2) 0.73527(9) 0.0349(4) Uani 1 1 d . . .
H6A H 0.1831 0.5783 0.7820 0.042 Uiso 1 1 calc R U .
H6B H 0.2851 0.5315 0.7387 0.042 Uiso 1 1 calc R U .
C5 C 0.25874(16) 0.7205(2) 0.63896(10) 0.0363(4) Uani 1 1 d . . .
H5A H 0.3327 0.6778 0.6421 0.044 Uiso 1 1 calc R U .
H5B H 0.2634 0.8245 0.6205 0.044 Uiso 1 1 calc R U .
O2 O 0.5189(3) 0.4199(5) 0.7130(3) 0.107(2) Uani 0.5 1 d . . P
H1 H 0.386(3) 0.213(5) 0.607(2) 0.118(13) Uiso 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'
N N 0.0061 0.0033 '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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C5 O1 C6 109.77(14) . .
C7 N3 C3 112.75(13) . .
C7 N3 C4 108.79(12) . .
C3 N3 C4 110.77(12) . .
N2 N1 C1 117.74(14) . 5_556
N1 N2 C1 117.44(14) . .
N1 C1 N2 124.82(15) 5_556 .
N1 C1 C2 117.97(14) 5_556 .
N2 C1 C2 117.19(15) . .
N3 C3 C2 111.02(12) . .
N3 C7 C6 109.70(14) . .
C1 C2 C3 111.90(13) . .
N3 C4 C5 109.77(13) . .
O1 C6 C7 111.58(14) . .
O1 C5 C4 110.95(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C5 1.424(2) .
O1 C6 1.424(2) .
N3 C7 1.497(2) .
N3 C3 1.501(2) .
N3 C4 1.499(2) .
N1 N2 1.327(2) .
N1 C1 1.335(2) 5_556
N2 C1 1.337(2) .
C1 N1 1.335(2) 5_556
C1 C2 1.500(2) .
C3 C2 1.521(2) .
C7 C6 1.509(2) .
C4 C5 1.508(2) .
O2 O2 1.506(12) 2_656
