#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:09:59 +0100 (vie 25 de mar de 2016) $
#$Revision: 179742 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/38/7003875.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_7003875
loop_
_publ_author_name
'Núñez, Cristina'
'Bastida, Rufina'
'Macías, Alejandro'
'Mato-Iglesias, Marta'
'Platas-Iglesias, Carlos'
'Valencia, Laura'
_publ_section_title
;
 A hexaaza macrocyclic ligand containing acetohydrazide pendants for
 Ln(iii) complexation in aqueous solution. Solid-state and solution
 structures and DFT calculations
;
_journal_issue                   29
_journal_name_full               'Dalton Transactions'
_journal_page_first              3841
_journal_page_last               3850
_journal_paper_doi               10.1039/b800953h
_journal_year                    2008
_chemical_formula_moiety         C26H42N14O4
_chemical_formula_sum            'C26 H42 N14 O4'
_chemical_formula_weight         614.74
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.326(2)
_cell_angle_beta                 103.901(2)
_cell_angle_gamma                97.016(2)
_cell_formula_units_Z            1
_cell_length_a                   6.7622(2)
_cell_length_b                   9.1199(3)
_cell_length_c                   12.1420(3)
_cell_measurement_reflns_used    1940
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.2045
_cell_measurement_theta_min      3.1505
_cell_volume                     701.35(4)
_computing_cell_refinement       'BRUKER APEX'
_computing_data_collection       'BRUKER APEX'
_computing_data_reduction        'BRUKER Shelxtl'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8 KappaAPEXII'
_diffrn_measurement_method       'omega/phi scans'
_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  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            14387
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9846
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3222
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0483
_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)+(0.0560P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1187
_reflns_number_gt                2242
_reflns_number_total             3222
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b800953h.txt
_cod_data_source_block           ba14cn2n
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7003875
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8070(3) 0.2912(2) 0.46163(15) 0.0178(4) Uani 1 1 d . . .
C2 C 0.7356(3) 0.4268(2) 0.48358(17) 0.0208(4) Uani 1 1 d . . .
H2 H 0.6516 0.4581 0.4231 0.025 Uiso 1 1 calc R . .
C3 C 0.7905(3) 0.5162(2) 0.59690(17) 0.0239(4) Uani 1 1 d . . .
H3 H 0.7462 0.6088 0.6127 0.029 Uiso 1 1 calc R . .
C4 C 0.9110(3) 0.4658(2) 0.68514(16) 0.0220(4) Uani 1 1 d . . .
H4 H 0.9502 0.5240 0.7614 0.026 Uiso 1 1 calc R . .
C5 C 0.9731(3) 0.3265(2) 0.65854(15) 0.0183(4) Uani 1 1 d . . .
C6 C 1.1010(3) 0.2616(2) 0.75094(16) 0.0209(4) Uani 1 1 d . . .
H6A H 1.0804 0.3073 0.8256 0.025 Uiso 1 1 calc R . .
H6B H 1.0484 0.1535 0.7342 0.025 Uiso 1 1 calc R . .
C7 C 1.3870(3) 0.2175(2) 0.65946(15) 0.0204(4) Uani 1 1 d . . .
H7A H 1.5370 0.2336 0.6792 0.024 Uiso 1 1 calc R . .
H7B H 1.3404 0.2716 0.5996 0.024 Uiso 1 1 calc R . .
C8 C 0.6951(3) -0.0501(2) 0.39038(15) 0.0185(4) Uani 1 1 d . . .
H8A H 0.6555 -0.0190 0.4619 0.022 Uiso 1 1 calc R . .
H8B H 0.8452 -0.0336 0.4103 0.022 Uiso 1 1 calc R . .
C9 C 0.7635(3) 0.1930(2) 0.33870(15) 0.0184(4) Uani 1 1 d . . .
H9A H 0.7070 0.2516 0.2839 0.022 Uiso 1 1 calc R . .
H9B H 0.8943 0.1724 0.3255 0.022 Uiso 1 1 calc R . .
C10 C 1.4357(3) 0.4380(2) 0.81595(16) 0.0216(4) Uani 1 1 d . . .
H10A H 1.3467 0.4967 0.8508 0.026 Uiso 1 1 calc R . .
H10B H 1.4694 0.4846 0.7559 0.026 Uiso 1 1 calc R . .
C11 C 1.6328(3) 0.4428(2) 0.90841(16) 0.0200(4) Uani 1 1 d . A .
C12 C 0.4073(3) 0.0655(2) 0.30356(15) 0.0178(4) Uani 1 1 d . . .
H12A H 0.4075 0.1503 0.3659 0.021 Uiso 1 1 calc R . .
H12B H 0.3339 -0.0249 0.3167 0.021 Uiso 1 1 calc R . .
C13 C 0.2891(3) 0.0930(2) 0.18860(16) 0.0183(4) Uani 1 1 d . . .
N1 N 0.9248(2) 0.24185(16) 0.54838(13) 0.0191(3) Uani 1 1 d . . .
N2 N 1.3247(2) 0.28284(16) 0.76263(13) 0.0192(3) Uani 1 1 d . . .
N3 N 0.6209(2) 0.04653(16) 0.31111(12) 0.0162(3) Uani 1 1 d . . .
N4 N 1.6580(2) 0.31101(19) 0.93544(14) 0.0248(4) Uani 1 1 d . . .
N5 N 1.8189(5) 0.3124(14) 1.0372(10) 0.026(2) Uani 0.73(4) 1 d P A 1
N5' N 1.840(3) 0.258(3) 0.996(3) 0.030(5) Uani 0.27(4) 1 d P A 2
N6 N 0.3808(2) 0.07032(18) 0.10211(13) 0.0198(3) Uani 1 1 d . . .
N7 N 0.2946(3) 0.0933(2) -0.01061(14) 0.0234(4) Uani 1 1 d . . .
O1 O 1.75819(19) 0.56316(15) 0.95486(12) 0.0287(3) Uani 1 1 d . . .
O2 O 0.1174(2) 0.12888(16) 0.17692(12) 0.0303(4) Uani 1 1 d . . .
H6N H 0.507(3) 0.039(2) 0.1165(18) 0.031(6) Uiso 1 1 d . . .
H7N H 0.176(4) 0.028(3) -0.043(2) 0.040(7) Uiso 1 1 d . . .
H7M H 0.277(4) 0.186(3) 0.002(2) 0.046(7) Uiso 1 1 d . . .
H4N H 1.549(4) 0.225(3) 0.898(2) 0.048(7) Uiso 1 1 d . . .
H5M H 1.933(4) 0.355(3) 1.018(2) 0.049(7) Uiso 1 1 d . . .
H5N H 1.817(5) 0.221(4) 1.048(3) 0.086(12) 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'
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
_geom_angle_publ_flag
N1 C1 C2 121.30(16) . . ?
N1 C1 C9 116.63(15) . . ?
C2 C1 C9 122.04(17) . . ?
C1 C2 C3 119.48(18) . . ?
C4 C3 C2 119.06(18) . . ?
C3 C4 C5 118.96(17) . . ?
N1 C5 C4 121.99(17) . . ?
N1 C5 C6 115.91(16) . . ?
C4 C5 C6 122.10(16) . . ?
N2 C6 C5 116.19(14) . . ?
N2 C7 C8 114.76(14) . 2_756 ?
N3 C8 C7 114.01(14) . 2_756 ?
N3 C9 C1 116.61(14) . . ?
N2 C10 C11 112.01(15) . . ?
O1 C11 N4 123.79(18) . . ?
O1 C11 C10 121.16(17) . . ?
N4 C11 C10 115.05(16) . . ?
N3 C12 C13 115.04(13) . . ?
O2 C13 N6 123.36(17) . . ?
O2 C13 C12 120.88(15) . . ?
N6 C13 C12 115.72(15) . . ?
C5 N1 C1 119.16(15) . . ?
C7 N2 C10 111.27(13) . . ?
C7 N2 C6 116.32(14) . . ?
C10 N2 C6 114.71(14) . . ?
C12 N3 C8 112.90(12) . . ?
C12 N3 C9 112.59(14) . . ?
C8 N3 C9 111.80(13) . . ?
C11 N4 N5 117.9(5) . . ?
C11 N4 N5' 132.1(6) . . ?
N5 N4 N5' 27.2(10) . . ?
C13 N6 N7 123.42(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.348(2) . ?
C1 C2 1.383(3) . ?
C1 C9 1.522(2) . ?
C2 C3 1.391(3) . ?
C3 C4 1.375(3) . ?
C4 C5 1.389(3) . ?
C5 N1 1.347(2) . ?
C5 C6 1.509(3) . ?
C6 N2 1.469(2) . ?
C7 N2 1.457(2) . ?
C7 C8 1.507(2) 2_756 ?
C8 N3 1.471(2) . ?
C8 C7 1.507(2) 2_756 ?
C9 N3 1.477(2) . ?
C10 N2 1.460(2) . ?
C10 C11 1.512(3) . ?
C11 O1 1.242(2) . ?
C11 N4 1.326(2) . ?
C12 N3 1.459(2) . ?
C12 C13 1.517(2) . ?
C13 O2 1.228(2) . ?
C13 N6 1.338(2) . ?
N4 N5 1.434(6) . ?
N4 N5' 1.463(19) . ?
N6 N7 1.420(2) . ?
