#------------------------------------------------------------------------------
#$Date: 2018-05-23 00:28:57 +0300 (Wed, 23 May 2018) $
#$Revision: 207922 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/35/4033577.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_4033577
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         'C20 H17 Cl N7 O5 Re'
_chemical_formula_sum            'C20 H17 Cl N7 O5 Re'
_chemical_formula_weight         657.06
_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             2007-04-11T16:29:21-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                98.632(9)
_cell_angle_beta                 106.722(7)
_cell_angle_gamma                101.025(9)
_cell_formula_units_Z            2
_cell_length_a                   9.0335(5)
_cell_length_b                   10.7750(12)
_cell_length_c                   13.5431(10)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_measurement_wavelength     0.71073
_cell_volume                     1209.3(2)
_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-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(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  0.051
_diffrn_reflns_av_unetI/netI     0.034
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33686
_diffrn_reflns_theta_full        29.5
_diffrn_reflns_theta_max         29.5
_diffrn_reflns_theta_min         5.07
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    5.179
_exptl_absorpt_correction_T_max  0.4912
_exptl_absorpt_correction_T_min  0.2571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS 2.10, 2003)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.319
_refine_diff_density_min         -1.215
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         6699
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0273
_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)+(0.0228P)²+1.1979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0669
_reflns_number_gt                5871
_reflns_number_total             6699
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ReDLMHz-2py.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.

Automatic conversion script
Id: cif_fix_values 5642 2017-10-24 12:04:52Z antanas 
;
_cod_original_cell_volume        1209.33(17)
_cod_database_code               4033577
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 0.346632(14) 0.238624(12) 0.139654(9) 0.03775(5) Uani 1 1 d . . .
Cl Cl 0.34068(12) 0.46716(9) 0.14875(8) 0.0545(2) Uani 1 1 d . . .
N3 N -0.2219(4) -0.2243(3) -0.5822(2) 0.0456(7) Uani 1 1 d . . .
O2 O -0.4193(3) -0.1694(3) -0.7029(2) 0.0619(7) Uani 1 1 d . . .
O4 O -0.0083(4) -0.2695(3) -0.4689(2) 0.0612(7) Uani 1 1 d . . .
N61 N 0.2268(3) 0.2135(3) -0.1062(2) 0.0409(6) Uani 1 1 d . . .
N8 N -0.1852(3) 0.1040(3) -0.3773(2) 0.0421(6) Uani 1 1 d . . .
O2X O -0.0152(3) 0.1392(4) 0.0592(3) 0.0776(10) Uani 1 1 d . . .
N62 N 0.3624(3) 0.2443(3) -0.0156(2) 0.0376(6) Uani 1 1 d . . .
N1 N -0.2988(3) -0.0297(3) -0.5445(2) 0.0430(6) Uani 1 1 d . . .
O1X O 0.3428(3) -0.0459(3) 0.1309(3) 0.0651(8) Uani 1 1 d . . .
N5 N 0.0357(3) -0.0421(3) -0.32438(19) 0.0369(5) Uani 1 1 d . . .
N1F N 0.6001(3) 0.3076(3) 0.1610(2) 0.0377(6) Uani 1 1 d . . .
C6F C 0.7232(4) 0.3321(3) 0.2508(3) 0.0432(7) Uani 1 1 d . . .
C4A C -0.0808(4) -0.0764(3) -0.4171(2) 0.0349(6) Uani 1 1 d . . .
C8A C -0.1868(4) 0.0003(3) -0.4452(2) 0.0368(6) Uani 1 1 d . . .
O3X O 0.3611(5) 0.2626(4) 0.3714(2) 0.0838(11) Uani 1 1 d . . .
C3F C 0.7872(4) 0.3755(4) 0.0723(3) 0.0496(8) Uani 1 1 d . . .
C4 C -0.0960(4) -0.1975(3) -0.4885(2) 0.0418(7) Uani 1 1 d . . .
C3 C -0.2544(6) -0.3490(4) -0.6553(3) 0.0671(12) Uani 1 1 d . . .
H3A H -0.3438 -0.3559 -0.7167 0.101 Uiso 1 1 calc R . .
H3B H -0.2783 -0.4183 -0.6209 0.101 Uiso 1 1 calc R . .
H3C H -0.1624 -0.3543 -0.6761 0.101 Uiso 1 1 calc R . .
C2F C 0.6335(4) 0.3286(3) 0.0718(3) 0.0404(7) Uani 1 1 d . . .
C5F C 0.8794(4) 0.3771(4) 0.2552(3) 0.0500(8) Uani 1 1 d . . .
C6 C 0.0454(4) 0.0645(3) -0.2575(2) 0.0365(6) Uani 1 1 d . . .
C7 C -0.0719(4) 0.1370(3) -0.2822(3) 0.0406(7) Uani 1 1 d . . .
C62 C 0.2812(4) -0.0015(4) -0.1402(3) 0.0455(8) Uani 1 1 d . . .
H62A H 0.3697 0.0325 -0.0761 0.068 Uiso 1 1 calc R . .
H62B H 0.3199 -0.0232 -0.1979 0.068 Uiso 1 1 calc R . .
H62C H 0.2134 -0.0777 -0.1334 0.068 Uiso 1 1 calc R . .
C4F C 0.9128(4) 0.3997(4) 0.1662(3) 0.0511(9) Uani 1 1 d . . .
C71 C -0.0854(5) 0.2472(4) -0.2075(3) 0.0577(10) Uani 1 1 d . . .
H71A H -0.1731 0.2803 -0.2423 0.086 Uiso 1 1 calc R . .
H71B H 0.0115 0.3144 -0.1845 0.086 Uiso 1 1 calc R . .
H71C H -0.1034 0.2178 -0.1474 0.086 Uiso 1 1 calc R . .
C63 C 0.4971(4) 0.2935(4) -0.0243(3) 0.0433(7) Uani 1 1 d . . .
C2 C -0.3200(4) -0.1433(4) -0.6149(3) 0.0458(8) Uani 1 1 d . . .
C61 C 0.1884(4) 0.0983(3) -0.1610(2) 0.0373(6) Uani 1 1 d . . .
C1X C 0.3505(4) 0.0596(4) 0.1344(3) 0.0428(7) Uani 1 1 d . . .
C1 C -0.3910(5) 0.0618(4) -0.5817(3) 0.0562(9) Uani 1 1 d . . .
H1A H -0.4626 0.0244 -0.6522 0.084 Uiso 1 1 calc R . .
H1B H -0.3198 0.1404 -0.5814 0.084 Uiso 1 1 calc R . .
H1C H -0.4512 0.0805 -0.5358 0.084 Uiso 1 1 calc R . .
C2X C 0.1189(4) 0.1790(4) 0.0926(3) 0.0492(8) Uani 1 1 d . . .
C3X C 0.3538(5) 0.2528(4) 0.2844(3) 0.0546(9) Uani 1 1 d . . .
H6F H 0.692(4) 0.311(3) 0.311(3) 0.028(8) Uiso 1 1 d . . .
H3F H 0.800(6) 0.389(5) 0.003(4) 0.073(14) Uiso 1 1 d . . .
H4F H 1.016(5) 0.426(4) 0.164(3) 0.058(12) Uiso 1 1 d . . .
H5F H 0.961(6) 0.387(5) 0.323(4) 0.072(14) Uiso 1 1 d . . .
H63 H 0.504(5) 0.305(4) -0.087(3) 0.055(11) 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
5 -1 -2 0.17
-1 6 -1 0.03
1 -6 1 0.08
0 0 1 0.16
0 0 -1 0.16
-16 -9 15 0.101
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 C3X 90.60(17) . .
C2X Re C1X 86.42(15) . .
C3X Re C1X 87.79(17) . .
C2X Re N62 95.07(14) . .
C3X Re N62 172.87(13) . .
C1X Re N62 96.86(13) . .
C2X Re N1F 168.78(13) . .
C3X Re N1F 100.53(14) . .
C1X Re N1F 95.42(12) . .
N62 Re N1F 73.73(10) . .
C2X Re Cl 93.38(12) . .
C3X Re Cl 91.39(14) . .
C1X Re Cl 179.15(10) . .
N62 Re Cl 83.98(8) . .
N1F Re Cl 84.93(7) . .
C4 N3 C2 126.2(3) . .
C4 N3 C3 117.5(3) . .
C2 N3 C3 116.2(3) . .
C61 N61 N62 116.0(3) . .
C8A N8 C7 117.9(3) . .
C63 N62 N61 118.0(3) . .
C63 N62 Re 119.0(2) . .
N61 N62 Re 122.4(2) . .
C8A N1 C2 121.0(3) . .
C8A N1 C1 121.3(3) . .
C2 N1 C1 117.5(3) . .
C6 N5 C4A 118.6(3) . .
C6F N1F C2F 117.7(3) . .
C6F N1F Re 127.3(2) . .
C2F N1F Re 115.0(2) . .
N1F C6F C5F 122.3(3) . .
N1F C6F H6F 113.9(19) . .
C5F C6F H6F 123.8(19) . .
N5 C4A C8A 121.0(3) . .
N5 C4A C4 118.5(3) . .
C8A C4A C4 120.5(3) . .
N8 C8A N1 117.7(3) . .
N8 C8A C4A 121.5(3) . .
N1 C8A C4A 120.9(3) . .
C2F C3F C4F 119.0(4) . .
C2F C3F H3F 117(3) . .
C4F C3F H3F 124(3) . .
O4 C4 N3 122.3(3) . .
O4 C4 C4A 124.1(3) . .
N3 C4 C4A 113.7(3) . .
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 . .
N1F C2F C3F 122.3(3) . .
N1F C2F C63 115.4(3) . .
C3F C2F C63 122.2(3) . .
C4F C5F C6F 120.1(3) . .
C4F C5F H5F 123(3) . .
C6F C5F H5F 116(3) . .
N5 C6 C7 120.5(3) . .
N5 C6 C61 113.3(3) . .
C7 C6 C61 126.2(3) . .
N8 C7 C6 120.2(3) . .
N8 C7 C71 114.9(3) . .
C6 C7 C71 124.9(3) . .
C61 C62 H62A 109.5 . .
C61 C62 H62B 109.5 . .
H62A C62 H62B 109.5 . .
C61 C62 H62C 109.5 . .
H62A C62 H62C 109.5 . .
H62B C62 H62C 109.5 . .
C5F C4F C3F 118.6(4) . .
C5F C4F H4F 124(3) . .
C3F C4F H4F 118(3) . .
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 . .
N62 C63 C2F 116.4(3) . .
N62 C63 H63 120(3) . .
C2F C63 H63 123(3) . .
O2 C2 N1 120.8(3) . .
O2 C2 N3 122.0(3) . .
N1 C2 N3 117.2(3) . .
N61 C61 C6 116.6(3) . .
N61 C61 C62 125.3(3) . .
C6 C61 C62 117.9(3) . .
O1X C1X Re 175.6(3) . .
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 . .
O2X C2X Re 175.7(4) . .
O3X C3X Re 178.7(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re C2X 1.915(4) .
Re C3X 1.924(4) .
Re C1X 1.927(4) .
Re N62 2.158(3) .
Re N1F 2.187(3) .
Re Cl 2.4588(10) .
N3 C4 1.385(4) .
N3 C2 1.389(5) .
N3 C3 1.468(5) .
O2 C2 1.220(4) .
O4 C4 1.215(4) .
N61 C61 1.274(4) .
N61 N62 1.404(3) .
N8 C8A 1.332(4) .
N8 C7 1.341(4) .
O2X C2X 1.133(5) .
N62 C63 1.276(4) .
N1 C8A 1.377(4) .
N1 C2 1.378(5) .
N1 C1 1.463(5) .
O1X C1X 1.118(4) .
N5 C6 1.324(4) .
N5 C4A 1.331(4) .
N1F C6F 1.341(4) .
N1F C2F 1.366(4) .
C6F C5F 1.382(5) .
C6F H6F 0.98(3) .
C4A C8A 1.390(4) .
C4A C4 1.460(4) .
O3X C3X 1.149(5) .
C3F C2F 1.382(5) .
C3F C4F 1.389(5) .
C3F H3F 1.00(5) .
C3 H3A 0.96 .
C3 H3B 0.96 .
C3 H3C 0.96 .
C2F C63 1.451(4) .
C5F C4F 1.368(6) .
C5F H5F 0.98(5) .
C6 C7 1.427(5) .
C6 C61 1.488(4) .
C7 C71 1.488(5) .
C62 C61 1.495(5) .
C62 H62A 0.96 .
C62 H62B 0.96 .
C62 H62C 0.96 .
C4F H4F 0.93(4) .
C71 H71A 0.96 .
C71 H71B 0.96 .
C71 H71C 0.96 .
C63 H63 0.90(4) .
C1 H1A 0.96 .
C1 H1B 0.96 .
C1 H1C 0.96 .
