#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:23:47 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179576 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/41/4504178.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_4504178
loop_
_publ_author_name
'Mastropietro, Teresa F.'
'Armentano, Donatella'
'Marino, Nadia'
'De Munno, Giovanni'
'Anastassopoulou, Jane'
'Theophanides, Theophilos'
_publ_section_title
;
 Supramolecular Assemblies of Nucleobase Derivative 1-Mecyt with Mg(II)
 and Ni(II) and Solid-State Transformation of Ni(II) Phase:  A
 Comprehensive Evidence of Their Different Reactivity toward 1-Mecyt
 [1-Mecyt = 1-Methylcytosine]
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              609
_journal_paper_doi               10.1021/cg060894k
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C10 H14 Cl2 N6 Ni O2'
_chemical_formula_weight         379.88
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.251(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.6819(6)
_cell_length_b                   7.3574(2)
_cell_length_c                   14.5039(4)
_cell_measurement_reflns_used    8080
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      3.05
_cell_volume                     2897.19(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'X8APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26594
_diffrn_reflns_theta_full        30.86
_diffrn_reflns_theta_max         30.86
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    1.721
_exptl_absorpt_correction_T_max  0.8201
_exptl_absorpt_correction_T_min  0.6828
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange-brown
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.889
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0231
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.1286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.1029
_reflns_number_gt                4093
_reflns_number_total             4549
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg060894ksi20061207_061501.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4504178
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.128050(5) 0.15413(2) 0.129683(11) 0.02607(8) Uani 1 1 d .
Cl1 Cl 0.155212(12) 0.17260(4) 0.29135(2) 0.03441(9) Uani 1 1 d .
Cl2 Cl 0.168693(13) -0.11299(5) 0.10221(3) 0.03800(10) Uani 1 1 d .
N3' N 0.17737(4) 0.32757(14) 0.08539(7) 0.0285(2) Uani 1 1 d .
N3 N 0.05909(3) 0.06104(13) 0.12989(7) 0.02552(19) Uani 1 1 d .
N1 N -0.01801(4) 0.20537(15) 0.11998(8) 0.0324(2) Uani 1 1 d .
N1' N 0.17528(4) 0.38570(15) -0.07527(8) 0.0298(2) Uani 1 1 d .
N4' N 0.24306(5) 0.40542(18) 0.19923(9) 0.0398(3) Uani 1 1 d .
H41' H 0.2291 0.3521 0.2398 0.048 Uiso 1 1 calc R
H42' H 0.2713 0.4566 0.2169 0.048 Uiso 1 1 calc R
N4 N 0.06541(4) -0.24855(15) 0.13147(9) 0.0388(3) Uani 1 1 d .
H42 H 0.0966 -0.2373 0.1345 0.047 Uiso 1 1 calc R
H41 H 0.0524 -0.3549 0.1305 0.047 Uiso 1 1 calc R
O2 O 0.05376(4) 0.36496(12) 0.12917(9) 0.0404(2) Uani 1 1 d .
O2' O 0.11401(3) 0.23241(15) -0.02200(7) 0.0370(2) Uani 1 1 d .
C4 C 0.03739(4) -0.10225(15) 0.12830(8) 0.0266(2) Uani 1 1 d .
C1' C 0.15170(6) 0.35321(17) -0.17321(10) 0.0373(3) Uani 1 1 d .
H13' H 0.1374 0.2339 -0.1790 0.056 Uiso 1 1 calc R
H12' H 0.1758 0.3622 -0.2124 0.056 Uiso 1 1 calc R
H11' H 0.1264 0.4422 -0.1925 0.056 Uiso 1 1 calc R
C2' C 0.15416(4) 0.31484(17) -0.00550(9) 0.0279(2) Uani 1 1 d .
C5' C 0.21930(5) 0.47441(17) -0.05096(9) 0.0324(2) Uani 1 1 d .
H51' H 0.2333 0.5253 -0.0982 0.039 Uiso 1 1 calc R
C2 C 0.03214(4) 0.21621(16) 0.12651(9) 0.0279(2) Uani 1 1 d .
C6' C 0.24299(4) 0.49076(17) 0.03844(9) 0.0334(3) Uani 1 1 d .
H61' H 0.2727 0.5533 0.0537 0.040 Uiso 1 1 calc R
C4' C 0.22107(4) 0.40875(16) 0.10935(9) 0.0275(2) Uani 1 1 d .
C5 C -0.04045(4) 0.03988(19) 0.11717(10) 0.0348(3) Uani 1 1 d .
H51 H -0.0744 0.0339 0.1119 0.042 Uiso 1 1 calc R
C6 C -0.01436(5) -0.11368(18) 0.12192(10) 0.0350(3) Uani 1 1 d .
H61 H -0.0298 -0.2261 0.1211 0.042 Uiso 1 1 calc R
C1 C -0.04721(6) 0.3733(2) 0.11396(15) 0.0486(4) Uani 1 1 d .
H13 H -0.0815 0.3432 0.1075 0.073 Uiso 1 1 calc R
H12 H -0.0424 0.4426 0.0604 0.073 Uiso 1 1 calc R
H11 H -0.0369 0.4437 0.1701 0.073 Uiso 1 1 calc R
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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
N3 Ni1 N3' 152.91(4)
N3 Ni1 O2' 96.06(4)
N3' Ni1 O2' 62.09(4)
N3 Ni1 Cl1 97.91(3)
N3' Ni1 Cl1 100.07(3)
O2' Ni1 Cl1 159.91(3)
N3 Ni1 Cl2 101.58(3)
N3' Ni1 Cl2 95.58(3)
O2' Ni1 Cl2 92.63(3)
Cl1 Ni1 Cl2 98.603(14)
N3 Ni1 C2' 125.02(4)
N3' Ni1 C2' 32.52(4)
O2' Ni1 C2' 29.73(3)
Cl1 Ni1 C2' 132.40(3)
Cl2 Ni1 C2' 92.37(3)
C4' N3' C2' 121.31(10)
C4' N3' Ni1 144.97(9)
C2' N3' Ni1 92.48(7)
C4 N3 C2 120.72(10)
C4 N3 Ni1 136.12(8)
C2 N3 Ni1 103.08(7)
C5 N1 C2 120.10(11)
C5 N1 C1 120.44(12)
C2 N1 C1 119.44(11)
C5' N1' C2' 118.67(11)
C5' N1' C1' 122.35(11)
C2' N1' C1' 118.84(11)
C2' O2' Ni1 87.65(8)
N4 C4 N3 118.09(11)
N4 C4 C6 122.10(11)
N3 C4 C6 119.80(11)
O2' C2' N3' 117.18(11)
O2' C2' N1' 122.48(12)
N3' C2' N1' 120.31(11)
O2' C2' Ni1 62.61(7)
N3' C2' Ni1 55.00(6)
N1' C2' Ni1 170.58(10)
C6' C5' N1' 122.42(11)
O2 C2 N3 118.71(11)
O2 C2 N1 121.73(12)
N3 C2 N1 119.56(10)
C5' C6' C4' 117.60(11)
N4' C4' N3' 117.83(11)
N4' C4' C6' 122.56(11)
N3' C4' C6' 119.59(11)
C6 C5 N1 121.00(11)
C5 C6 C4 118.81(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 N3 2.0286(9)
Ni1 N3' 2.0610(10)
Ni1 O2' 2.2337(10)
Ni1 Cl1 2.3224(4)
Ni1 Cl2 2.3370(4)
Ni1 C2' 2.5135(12)
N3' C4' 1.3329(14)
N3' C2' 1.3523(16)
N3 C4 1.3413(13)
N3 C2 1.3594(15)
N1 C5 1.3639(16)
N1 C2 1.3753(15)
N1 C1 1.4695(17)
N1' C5' 1.3667(15)
N1' C2' 1.3669(16)
N1' C1' 1.4627(17)
N4' C4' 1.3270(17)
N4 C4 1.3222(16)
O2 C2 1.2444(14)
O2' C2' 1.2477(14)
C4 C6 1.4198(17)
C5' C6' 1.3394(18)
C6' C4' 1.4261(17)
C5 C6 1.3355(19)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4' H41' Cl1 0.86 2.66 3.4496(13) 153.1 .
N4' H42' Cl1 0.86 2.60 3.4152(13) 157.9 4
N4 H42 Cl2 0.86 2.32 3.1342(12) 157.0 .
N4 H41 O2 0.86 2.06 2.8612(14) 154.4 1_545
