#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:01:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229244 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/53/7045379.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_7045379
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 H26 Cl2 N6 O2'
_chemical_formula_weight         381.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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
;
2017-11-23 deposited with the CCDC.
2018-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 103.017(4)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            2
_cell_length_a                   5.8409(2)
_cell_length_b                   13.9837(7)
_cell_length_c                   11.5093(5)
_cell_measurement_reflns_used    1759
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.1900
_cell_measurement_theta_min      5.0270
_cell_volume                     915.89(7)
_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 8.1241
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0853
_diffrn_reflns_av_unetI/netI     0.0795
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5948
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         72.141
_diffrn_reflns_theta_min         5.056
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.363
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'deep pink'
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         1741
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0242P)²+0.2036P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0964
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1189
_reflns_number_total             1741
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt04430e1.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7045377--7045381.cif.'
_cod_database_code               7045379
_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+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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cl01 Cl -0.08803(13) 0.27662(6) 1.07484(6) 0.0246(2) Uani 1 1 d . .
O002 O 0.2215(4) 0.04088(16) 0.90308(18) 0.0270(6) Uani 1 1 d . .
N003 N -0.1187(5) 0.4806(2) 0.8876(2) 0.0245(6) Uani 1 1 d . .
N004 N 0.1124(4) 0.23964(18) 0.85544(19) 0.0160(6) Uani 1 1 d . .
N005 N -0.2318(5) 0.5234(2) 0.9608(2) 0.0256(7) Uani 1 1 d . .
C006 C 0.1036(6) 0.3261(2) 0.7783(3) 0.0237(7) Uani 1 1 d . .
H00A H -0.0596 0.3429 0.7463 0.028 Uiso 1 1 calc R U
H00B H 0.1726 0.3103 0.7116 0.028 Uiso 1 1 calc R U
C007 C 0.1079(6) 0.4594(2) 0.9281(3) 0.0210(7) Uani 1 1 d . .
C008 C -0.0149(6) 0.0713(2) 0.8594(3) 0.0251(8) Uani 1 1 d . .
H00C H -0.0864 0.0842 0.9261 0.030 Uiso 1 1 calc R U
H00D H -0.1036 0.0206 0.8121 0.030 Uiso 1 1 calc R U
C009 C 0.2297(6) 0.4126(2) 0.8418(3) 0.0274(8) Uani 1 1 d . .
H00E H 0.3854 0.3931 0.8844 0.033 Uiso 1 1 calc R U
H00F H 0.2486 0.4593 0.7824 0.033 Uiso 1 1 calc R U
C010 C 0.3496(6) 0.1148(2) 0.9760(3) 0.0248(8) Uani 1 1 d . .
H01A H 0.5086 0.0931 1.0090 0.030 Uiso 1 1 calc R U
H01B H 0.2759 0.1280 1.0419 0.030 Uiso 1 1 calc R U
C011 C -0.0261(5) 0.1601(2) 0.7842(3) 0.0214(7) Uani 1 1 d . .
H01C H 0.0372 0.1465 0.7149 0.026 Uiso 1 1 calc R U
H01D H -0.1885 0.1798 0.7565 0.026 Uiso 1 1 calc R U
C012 C 0.3577(5) 0.2053(2) 0.9062(3) 0.0240(8) Uani 1 1 d . .
H01E H 0.4449 0.2540 0.9579 0.029 Uiso 1 1 calc R U
H01F H 0.4372 0.1934 0.8422 0.029 Uiso 1 1 calc R U
H1 H 0.040(5) 0.251(2) 0.925(3) 0.023(9) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C008 O002 C010 109.1(2) . .
N005 N003 C007 118.5(3) . .
C006 N004 C012 113.1(2) . .
C006 N004 C011 109.4(2) . .
C012 N004 C011 109.0(2) . .
N003 N005 C007 116.6(3) . 3_567
N004 C006 C009 114.3(2) . .
N003 C007 N005 124.9(3) . 3_567
N003 C007 C009 116.6(3) . .
N005 C007 C009 118.4(3) 3_567 .
O002 C008 C011 111.2(3) . .
C007 C009 C006 114.6(3) . .
O002 C010 C012 111.7(2) . .
N004 C011 C008 110.3(2) . .
N004 C012 C010 109.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O002 C008 1.424(4) .
O002 C010 1.432(4) .
N003 N005 1.325(4) .
N003 C007 1.334(4) .
N004 C006 1.494(4) .
N004 C012 1.499(4) .
N004 C011 1.505(4) .
N005 C007 1.341(4) 3_567
C006 C009 1.514(5) .
C007 N005 1.341(4) 3_567
C007 C009 1.496(4) .
C008 C011 1.506(4) .
C010 C012 1.505(4) .
