#------------------------------------------------------------------------------
#$Date: 2018-05-23 00:29:53 +0300 (Wed, 23 May 2018) $
#$Revision: 207923 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/35/4033578.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_4033578
loop_
_publ_author_name
'Picón-Ferrer, Inmaculada'
'Hueso-Ureña, Francisco'
'Illán-Cabeza, Nuria A'
'Jiménez-Pulido, Sonia B'
'Martínez-Martos, José M'
'Ramírez-Expósito, María J'
'Moreno-Carretero, Miguel N'
_publ_section_title
;
 Chloro-fac-tricarbonylrhenium(I) complexes of asymmetric azines derived
 from 6-acetyl-1,3,7-trimethylpteridine-2,4(1H,3H)-dione with hydrazine
 and aromatic aldehydes: preparation, structural characterization and
 biological activity against several human tumor cell lines.
;
_journal_issue                   1
_journal_name_full               'Journal of inorganic biochemistry'
_journal_page_first              94
_journal_page_last               100
_journal_paper_doi               10.1016/j.jinorgbio.2008.09.014
_journal_volume                  103
_journal_year                    2009
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C27 H24 Cl N6 O6 Re'
_chemical_formula_sum            'C27 H24 Cl N6 O6 Re'
_chemical_formula_weight         750.17
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2007-04-19T08:45:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                97.415(8)
_cell_angle_beta                 90.590(11)
_cell_angle_gamma                116.961(8)
_cell_formula_units_Z            2
_cell_length_a                   10.7833(15)
_cell_length_b                   11.8370(14)
_cell_length_c                   12.9604(10)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_measurement_wavelength     0.71073
_cell_volume                     1457.7(3)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.01
_diffrn_orient_matrix_UB_12      0
_diffrn_orient_matrix_UB_13      0
_diffrn_orient_matrix_UB_21      0
_diffrn_orient_matrix_UB_22      0.01
_diffrn_orient_matrix_UB_23      0
_diffrn_orient_matrix_UB_31      0
_diffrn_orient_matrix_UB_32      0
_diffrn_orient_matrix_UB_33      0.01
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            56280
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         5.02
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    4.31
_exptl_absorpt_correction_T_max  0.6977
_exptl_absorpt_correction_T_min  0.2043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.10, 2003'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_refine_diff_density_max         2.883
_refine_diff_density_min         -2.288
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    22
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6645
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0282P)²+4.6089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                5135
_reflns_number_total             6645
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ReDLMHz-3OH.cif
_cod_data_source_block           import
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to the built-in table from CIF Core dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 5642 2017-10-24 12:04:52Z antanas 
;
_cod_database_code               4033578
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
Re Re 0.37235(2) 0.04359(2) 0.263729(18) 0.04099(8) Uani 1 1 d . . .
Cl Cl 0.52271(14) 0.14091(13) 0.43023(11) 0.0507(3) Uani 1 1 d . . .
N61 N 0.3454(4) -0.1379(4) 0.3000(3) 0.0392(10) Uani 1 1 d . . .
C63 C 0.1602(6) -0.2210(5) 0.3964(5) 0.0440(12) Uani 1 1 d . . .
O4 O 0.5445(5) 0.1645(5) 0.0604(4) 0.0674(13) Uani 1 1 d . . .
C4A C 0.6739(5) 0.1107(5) 0.1768(4) 0.0395(11) Uani 1 1 d . . .
N5 N 0.5611(4) 0.0229(4) 0.2160(3) 0.0398(10) Uani 1 1 d . . .
O3F O -0.2134(5) -0.6546(4) 0.3426(4) 0.0821(16) Uani 1 1 d . . .
H3F H -0.294 -0.6995 0.3602 0.123 Uiso 1 1 calc R . .
N3 N 0.7792(5) 0.2805(5) 0.0752(4) 0.0543(13) Uani 1 1 d . . .
N62 N 0.2145(4) -0.2401(4) 0.3141(4) 0.0457(11) Uani 1 1 d . . .
C2F C -0.0329(6) -0.4436(5) 0.3709(5) 0.0483(13) Uani 1 1 d . . .
H2F H 0.0187 -0.4692 0.3227 0.058 Uiso 1 1 calc R . .
O2X O 0.1189(5) 0.0409(5) 0.3665(4) 0.0709(13) Uani 1 1 d . . .
N1 N 0.9216(5) 0.2194(5) 0.1709(4) 0.0513(12) Uani 1 1 d . . .
C8A C 0.8059(5) 0.1247(5) 0.2040(4) 0.0437(12) Uani 1 1 d . . .
O1X O 0.2060(5) -0.0571(5) 0.0526(4) 0.0746(14) Uani 1 1 d . . .
O2 O 1.0155(5) 0.3942(5) 0.0902(5) 0.0893(17) Uani 1 1 d . . .
C7 C 0.7140(5) -0.0442(5) 0.2962(4) 0.0429(12) Uani 1 1 d . . .
C4 C 0.6555(6) 0.1857(6) 0.1007(5) 0.0490(14) Uani 1 1 d . . .
N8 N 0.8260(5) 0.0521(5) 0.2662(4) 0.0470(11) Uani 1 1 d . . .
O3X O 0.4374(7) 0.3142(5) 0.2243(5) 0.0954(19) Uani 1 1 d . . .
C62 C 0.4310(7) -0.2964(6) 0.3045(5) 0.0557(15) Uani 1 1 d . . .
H61A H 0.3365 -0.3494 0.3238 0.084 Uiso 1 1 calc R . .
H61B H 0.4994 -0.2896 0.3584 0.084 Uiso 1 1 calc R . .
H61C H 0.4456 -0.336 0.2376 0.084 Uiso 1 1 calc R . .
C61 C 0.4484(5) -0.1657(5) 0.2947(4) 0.0411(12) Uani 1 1 d . . .
C1F C 0.0223(6) -0.3184(5) 0.4196(5) 0.0466(13) Uani 1 1 d . . .
C6 C 0.5789(5) -0.0611(5) 0.2681(4) 0.0391(11) Uani 1 1 d . . .
C71 C 0.7451(7) -0.1211(7) 0.3655(6) 0.0607(17) Uani 1 1 d . . .
H71A H 0.8462 -0.0903 0.374 0.091 Uiso 1 1 calc R . .
H71B H 0.6996 -0.2116 0.3341 0.091 Uiso 1 1 calc R . .
H71C H 0.71 -0.1118 0.4338 0.091 Uiso 1 1 calc R . .
C2X C 0.2148(6) 0.0425(6) 0.3267(5) 0.0479(13) Uani 1 1 d . . .
C3X C 0.4152(6) 0.2133(7) 0.2363(5) 0.0583(16) Uani 1 1 d . . .
C3F C -0.1638(6) -0.5317(6) 0.3927(5) 0.0528(15) Uani 1 1 d . . .
C1X C 0.2671(6) -0.0237(6) 0.1318(6) 0.0528(15) Uani 1 1 d . . .
C4F C -0.2401(6) -0.4946(6) 0.4607(5) 0.0615(17) Uani 1 1 d . . .
H4F H -0.3308 -0.5551 0.4744 0.074 Uiso 1 1 calc R . .
C2 C 0.9123(7) 0.3049(6) 0.1118(5) 0.0594(16) Uani 1 1 d . . .
C1 C 1.0607(7) 0.2367(8) 0.2013(7) 0.082(2) Uani 1 1 d . . .
H1A H 1.131 0.3088 0.1712 0.123 Uiso 1 1 calc R . .
H1B H 1.0678 0.1585 0.1755 0.123 Uiso 1 1 calc R . .
H1C H 1.0766 0.2544 0.2776 0.123 Uiso 1 1 calc R . .
C3 C 0.7722(8) 0.3536(7) -0.0060(6) 0.077(2) Uani 1 1 d . . .
H3A H 0.6744 0.3288 -0.026 0.116 Uiso 1 1 calc R . .
H3B H 0.8166 0.3354 -0.0671 0.116 Uiso 1 1 calc R . .
H3C H 0.821 0.4454 0.021 0.116 Uiso 1 1 calc R . .
C6F C -0.0518(7) -0.2803(6) 0.4899(6) 0.0640(18) Uani 1 1 d . . .
H6F H -0.0124 -0.1944 0.5247 0.077 Uiso 1 1 calc R . .
C5F C -0.1839(7) -0.3687(7) 0.5090(6) 0.073(2) Uani 1 1 d . . .
H5F H -0.2367 -0.3428 0.5557 0.087 Uiso 1 1 calc R . .
C6Z C 0.6240(10) -0.3229(11) 0.0714(8) 0.097(3) Uani 1 1 d D . .
H6Z H 0.5332 -0.3417 0.0451 0.117 Uiso 1 1 calc R . .
C5Z C 0.6416(14) -0.4053(10) 0.1250(9) 0.109(3) Uani 1 1 d D . .
H5Z H 0.5636 -0.4834 0.1345 0.13 Uiso 1 1 calc R . .
C1Z C 0.7326(13) -0.2161(10) 0.0553(7) 0.093(3) Uani 1 1 d D . .
H1Z H 0.7206 -0.1609 0.0136 0.112 Uiso 1 1 calc R . .
C4Z C 0.771(2) -0.3769(16) 0.1655(9) 0.134(5) Uani 1 1 d D . .
H4Z H 0.7836 -0.4342 0.2042 0.161 Uiso 1 1 calc R . .
C2Z C 0.8589(15) -0.1859(13) 0.0973(11) 0.132(5) Uani 1 1 d D . .
H2Z H 0.9348 -0.1058 0.0896 0.158 Uiso 1 1 calc R . .
C3Z C 0.8814(15) -0.265(2) 0.1501(12) 0.145(6) Uani 1 1 d D . .
H3Z H 0.973 -0.2446 0.1763 0.174 Uiso 1 1 calc R . .
H62 H 0.205(6) -0.141(6) 0.449(5) 0.051(16) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.231 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 1 0 0.018
0 1 -8 0.264
-6 7 -20 0.232
2 14 1 0.052
-2 -14 -1 0.008
5 -6 16 0.208
0 -12 -1 0.018
-3 7 1 0.035
12 -17 -1 0.059
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
C2X Re C1X 90.3(2) . .
C2X Re C3X 86.4(3) . .
C1X Re C3X 88.5(3) . .
C2X Re N61 97.3(2) . .
C1X Re N61 95.6(2) . .
C3X Re N61 174.4(2) . .
C2X Re N5 168.0(2) . .
C1X Re N5 97.2(2) . .
C3X Re N5 103.0(2) . .
N61 Re N5 72.81(15) . .
C2X Re Cl 92.50(18) . .
C1X Re Cl 176.29(17) . .
C3X Re Cl 89.2(2) . .
N61 Re Cl 86.51(12) . .
N5 Re Cl 80.47(12) . .
C61 N61 N62 115.5(4) . .
C61 N61 Re 119.9(3) . .
N62 N61 Re 123.9(3) . .
N62 C63 C1F 120.4(5) . .
N62 C63 H62 124(3) . .
C1F C63 H62 116(3) . .
N5 C4A C8A 119.7(5) . .
N5 C4A C4 119.7(5) . .
C8A C4A C4 120.5(5) . .
C4A N5 C6 117.7(4) . .
C4A N5 Re 126.5(4) . .
C6 N5 Re 110.9(3) . .
C3F O3F H3F 109.5 . .
C4 N3 C2 125.7(5) . .
C4 N3 C3 117.6(5) . .
C2 N3 C3 116.4(5) . .
C63 N62 N61 114.7(4) . .
C1F C2F C3F 119.6(6) . .
C1F C2F H2F 120.2 . .
C3F C2F H2F 120.2 . .
C8A N1 C2 121.7(5) . .
C8A N1 C1 120.4(5) . .
C2 N1 C1 117.8(5) . .
N8 C8A N1 117.3(5) . .
N8 C8A C4A 122.5(5) . .
N1 C8A C4A 120.1(5) . .
N8 C7 C6 119.9(5) . .
N8 C7 C71 115.1(5) . .
C6 C7 C71 124.9(5) . .
O4 C4 N3 121.9(5) . .
O4 C4 C4A 124.4(5) . .
N3 C4 C4A 113.6(5) . .
C8A N8 C7 118.3(5) . .
C61 C62 H61A 109.5 . .
C61 C62 H61B 109.5 . .
H61A C62 H61B 109.5 . .
C61 C62 H61C 109.5 . .
H61A C62 H61C 109.5 . .
H61B C62 H61C 109.5 . .
N61 C61 C6 113.7(5) . .
N61 C61 C62 122.3(5) . .
C6 C61 C62 123.7(5) . .
C2F C1F C6F 120.7(5) . .
C2F C1F C63 121.1(5) . .
C6F C1F C63 118.2(5) . .
N5 C6 C7 121.0(5) . .
N5 C6 C61 114.6(5) . .
C7 C6 C61 124.4(5) . .
C7 C71 H71A 109.5 . .
C7 C71 H71B 109.5 . .
H71A C71 H71B 109.5 . .
C7 C71 H71C 109.5 . .
H71A C71 H71C 109.5 . .
H71B C71 H71C 109.5 . .
O2X C2X Re 178.9(6) . .
O3X C3X Re 176.7(6) . .
O3F C3F C4F 122.3(5) . .
O3F C3F C2F 117.2(5) . .
C4F C3F C2F 120.4(6) . .
O1X C1X Re 176.3(6) . .
C3F C4F C5F 119.6(5) . .
C3F C4F H4F 120.2 . .
C5F C4F H4F 120.2 . .
O2 C2 N1 121.1(6) . .
O2 C2 N3 121.6(6) . .
N1 C2 N3 117.2(5) . .
N1 C1 H1A 109.5 . .
N1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
N1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N3 C3 H3A 109.5 . .
N3 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
N3 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C5F C6F C1F 119.1(6) . .
C5F C6F H6F 120.5 . .
C1F C6F H6F 120.5 . .
C6F C5F C4F 120.7(6) . .
C6F C5F H5F 119.7 . .
C4F C5F H5F 119.7 . .
C1Z C6Z C5Z 120.3(10) . .
C1Z C6Z H6Z 119.9 . .
C5Z C6Z H6Z 119.9 . .
C6Z C5Z C4Z 120.0(10) . .
C6Z C5Z H5Z 120 . .
C4Z C5Z H5Z 120 . .
C6Z C1Z C2Z 120.0(10) . .
C6Z C1Z H1Z 120 . .
C2Z C1Z H1Z 120 . .
C5Z C4Z C3Z 119.2(11) . .
C5Z C4Z H4Z 120.4 . .
C3Z C4Z H4Z 120.4 . .
C1Z C2Z C3Z 121.6(12) . .
C1Z C2Z H2Z 119.2 . .
C3Z C2Z H2Z 119.2 . .
C2Z C3Z C4Z 118.7(12) . .
C2Z C3Z H3Z 120.6 . .
C4Z C3Z H3Z 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re C2X 1.888(6) .
Re C1X 1.907(7) .
Re C3X 1.929(7) .
Re N61 2.148(4) .
Re N5 2.242(4) .
Re Cl 2.4910(15) .
N61 C61 1.295(7) .
N61 N62 1.415(6) .
C63 N62 1.265(7) .
C63 C1F 1.475(7) .
C63 H62 1.00(6) .
O4 C4 1.204(7) .
C4A N5 1.349(6) .
C4A C8A 1.392(7) .
C4A C4 1.477(8) .
N5 C6 1.352(7) .
O3F C3F 1.366(7) .
O3F H3F 0.84 .
N3 C4 1.377(7) .
N3 C2 1.394(8) .
N3 C3 1.468(8) .
C2F C1F 1.379(8) .
C2F C3F 1.381(7) .
C2F H2F 0.95 .
O2X C2X 1.154(7) .
N1 C8A 1.365(7) .
N1 C2 1.383(8) .
N1 C1 1.462(8) .
C8A N8 1.334(7) .
O1X C1X 1.135(8) .
O2 C2 1.204(7) .
C7 N8 1.337(7) .
C7 C6 1.415(7) .
C7 C71 1.493(8) .
O3X C3X 1.139(8) .
C62 C61 1.494(8) .
C62 H61A 0.98 .
C62 H61B 0.98 .
C62 H61C 0.98 .
C61 C6 1.473(7) .
C1F C6F 1.382(8) .
C71 H71A 0.98 .
C71 H71B 0.98 .
C71 H71C 0.98 .
C3F C4F 1.374(9) .
C4F C5F 1.383(9) .
C4F H4F 0.95 .
C1 H1A 0.98 .
C1 H1B 0.98 .
C1 H1C 0.98 .
C3 H3A 0.98 .
C3 H3B 0.98 .
C3 H3C 0.98 .
C6F C5F 1.382(9) .
C6F H6F 0.95 .
C5F H5F 0.95 .
C6Z C1Z 1.321(9) .
C6Z C5Z 1.345(15) .
C6Z H6Z 0.95 .
C5Z C4Z 1.358(13) .
C5Z H5Z 0.95 .
C1Z C2Z 1.331(17) .
C1Z H1Z 0.95 .
C4Z C3Z 1.361(19) .
C4Z H4Z 0.95 .
C2Z C3Z 1.335(14) .
C2Z H2Z 0.95 .
C3Z H3Z 0.95 .
