#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:53:29 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179768 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/64/7006423.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_7006423
loop_
_publ_author_name
'Ghosh, Tamal'
'Maiya, Bhaskar G.'
'Samanta, Anunay'
_publ_section_title
;
 A colorimetric chemosensor for both fluoride and transition metal ions
 based on dipyrrolyl derivative.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              795
_journal_page_last               801
_journal_paper_doi               10.1039/b510469f
_journal_year                    2006
_chemical_formula_sum            'C30 H22 Cl2 N10 Ni'
_chemical_formula_weight         652.19
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.3790(10)
_cell_angle_beta                 90.8100(10)
_cell_angle_gamma                94.5210(10)
_cell_formula_units_Z            2
_cell_length_a                   6.9445(4)
_cell_length_b                   12.8462(8)
_cell_length_c                   17.3296(11)
_cell_measurement_reflns_used    3237
_cell_measurement_temperature    298
_cell_measurement_theta_max      20.91
_cell_measurement_theta_min      2.44
_cell_volume                     1443.28(15)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows/Platon'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  '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  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13866
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.25
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.898
_exptl_absorpt_correction_T_max  0.9481
_exptl_absorpt_correction_T_min  0.7381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-Bruker Nonius area detector scaling and absorption correction - V2.10'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0724
_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)+(0.1296P)²+0.2669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1991
_refine_ls_wR_factor_ref         0.2241
_reflns_number_gt                3143
_reflns_number_total             5058
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b510469f.txt
_cod_data_source_block           Ni(dppp)2Cl2
_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               7006423
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 -0.2408(9) -0.0445(5) 0.3140(3) 0.0615(14) Uani 1 1 d . . .
H1 H -0.2918 -0.0952 0.2639 0.074 Uiso 1 1 calc R . .
C2 C -0.3547(8) -0.0228(5) 0.3815(4) 0.0677(15) Uani 1 1 d . . .
H2 H -0.4788 -0.0582 0.3762 0.081 Uiso 1 1 calc R . .
C3 C -0.2844(9) 0.0506(5) 0.4557(4) 0.0700(16) Uani 1 1 d . . .
H3 H -0.3595 0.0665 0.5017 0.084 Uiso 1 1 calc R . .
C4 C -0.0943(8) 0.1023(5) 0.4615(3) 0.0591(13) Uani 1 1 d . . .
C5 C 0.0082(8) 0.0774(4) 0.3904(3) 0.0563(13) Uani 1 1 d . . .
C6 C 0.1683(9) 0.2176(5) 0.5356(3) 0.0648(15) Uani 1 1 d . . .
C7 C 0.2648(8) 0.2014(5) 0.4580(4) 0.0612(14) Uani 1 1 d . . .
C8 C 0.2505(10) 0.2768(5) 0.6180(4) 0.0765(18) Uani 1 1 d . . .
C9 C 0.1330(9) 0.2939(4) 0.6824(3) 0.0626(14) Uani 1 1 d . . .
H9 H 0.0001 0.2754 0.6777 0.075 Uiso 1 1 calc R . .
C10 C 0.2354(17) 0.3407(6) 0.7531(5) 0.109(3) Uani 1 1 d . . .
H10 H 0.1848 0.3617 0.8051 0.131 Uiso 1 1 calc R . .
C11 C 0.4284(18) 0.3534(6) 0.7374(5) 0.117(3) Uani 1 1 d . . .
H11 H 0.5309 0.3832 0.7760 0.140 Uiso 1 1 calc R . .
C12 C 0.4438(9) 0.2603(5) 0.4472(4) 0.0759(18) Uani 1 1 d . . .
C13 C 0.6987(10) 0.3785(8) 0.4468(7) 0.117(3) Uani 1 1 d . . .
H13 H 0.7920 0.4389 0.4617 0.140 Uiso 1 1 calc R . .
C14 C 0.6882(11) 0.2889(8) 0.3761(6) 0.103(2) Uani 1 1 d . . .
H14 H 0.7753 0.2772 0.3343 0.123 Uiso 1 1 calc R . .
C15 C 0.5359(7) 0.2209(5) 0.3758(4) 0.0578(13) Uani 1 1 d . . .
H15 H 0.4971 0.1552 0.3326 0.069 Uiso 1 1 calc R . .
C16 C -0.1128(8) -0.1804(6) 0.0816(3) 0.0679(15) Uani 1 1 d . . .
H16 H -0.0794 -0.2416 0.0940 0.081 Uiso 1 1 calc R . .
C17 C -0.2284(8) -0.1997(6) 0.0119(4) 0.0787(18) Uani 1 1 d . . .
H17 H -0.2715 -0.2720 -0.0215 0.094 Uiso 1 1 calc R . .
C18 C -0.2786(8) -0.1103(7) -0.0073(4) 0.082(2) Uani 1 1 d . . .
H18 H -0.3547 -0.1215 -0.0546 0.099 Uiso 1 1 calc R . .
C19 C -0.2144(7) -0.0015(6) 0.0450(4) 0.0679(16) Uani 1 1 d . . .
C20 C -0.0985(7) 0.0080(5) 0.1143(3) 0.0594(14) Uani 1 1 d . . .
C21 C -0.1853(9) 0.1887(7) 0.0811(4) 0.0765(18) Uani 1 1 d . . .
C22 C -0.0662(8) 0.1983(6) 0.1550(3) 0.0670(15) Uani 1 1 d . . .
C23 C 0.0225(9) 0.2988(6) 0.2157(5) 0.0819(19) Uani 1 1 d . . .
C24 C 0.1723(9) 0.2956(5) 0.2641(4) 0.0762(17) Uani 1 1 d . . .
H24 H 0.2315 0.2311 0.2585 0.091 Uiso 1 1 calc R . .
C25 C 0.2270(13) 0.3932(8) 0.3204(7) 0.132(4) Uani 1 1 d . . .
H25 H 0.3331 0.4079 0.3571 0.158 Uiso 1 1 calc R . .
C26 C 0.110(2) 0.4661(8) 0.3169(9) 0.211(8) Uani 1 1 d . . .
H26 H 0.1143 0.5408 0.3503 0.253 Uiso 1 1 calc R . .
C27 C -0.2259(15) 0.2782(8) 0.0551(5) 0.118(3) Uani 1 1 d . . .
C28 C -0.250(4) 0.4278(13) 0.0184(10) 0.42(2) Uani 1 1 d . . .
H28 H -0.2407 0.5003 0.0181 0.508 Uiso 1 1 calc R . .
C29 C -0.3262(19) 0.3414(11) -0.0377(7) 0.161(5) Uani 1 1 d . . .
H29 H -0.3897 0.3409 -0.0855 0.194 Uiso 1 1 calc R . .
C30 C -0.3041(8) 0.2577(6) -0.0202(3) 0.0673(16) Uani 1 1 d . . .
H30 H -0.3391 0.1858 -0.0566 0.081 Uiso 1 1 calc R . .
Cl1 Cl 0.4211(2) 0.04254(18) 0.19267(10) 0.0911(6) Uani 1 1 d . . .
Cl2 Cl 0.2289(3) -0.18117(17) 0.24359(13) 0.1039(6) Uani 1 1 d . . .
N1 N -0.0627(6) 0.0028(4) 0.3165(2) 0.0576(11) Uani 1 1 d . . .
N2 N 0.1856(6) 0.1275(4) 0.3879(3) 0.0603(11) Uani 1 1 d . . .
N3 N -0.0089(8) 0.1716(4) 0.5340(3) 0.0700(13) Uani 1 1 d . . .
N4 N 0.4381(12) 0.3124(6) 0.6522(5) 0.134(3) Uani 1 1 d . . .
H4A H 0.5417 0.3095 0.6252 0.161 Uiso 1 1 calc R . .
N5 N 0.5423(12) 0.3631(6) 0.4933(5) 0.137(3) Uani 1 1 d . . .
H5A H 0.5129 0.4079 0.5406 0.164 Uiso 1 1 calc R . .
N6 N -0.0471(6) -0.0809(4) 0.1313(3) 0.0616(12) Uani 1 1 d . . .
N7 N -0.0277(6) 0.1075(4) 0.1689(3) 0.0629(12) Uani 1 1 d . . .
N8 N -0.2536(7) 0.0902(6) 0.0298(3) 0.0756(14) Uani 1 1 d . . .
N9 N -0.180(4) 0.3910(12) 0.0840(7) 0.452(19) Uani 1 1 d . . .
H9A H -0.1228 0.4313 0.1304 0.542 Uiso 1 1 calc R . .
N10 N -0.0243(17) 0.4078(9) 0.2518(8) 0.222(6) Uani 1 1 d . . .
H10A H -0.1207 0.4354 0.2366 0.267 Uiso 1 1 calc R . .
Ni1 Ni 0.13799(10) -0.02267(7) 0.23141(4) 0.0676(3) Uani 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'
Ni Ni 0.3393 1.1124 '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'
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 123.8(5) . . ?
C3 C2 C1 119.6(6) . . ?
C2 C3 C4 118.6(5) . . ?
N3 C4 C5 119.6(5) . . ?
N3 C4 C3 122.4(5) . . ?
C5 C4 C3 117.9(5) . . ?
N2 C5 N1 114.2(5) . . ?
N2 C5 C4 122.7(5) . . ?
N1 C5 C4 123.0(5) . . ?
N3 C6 C8 113.7(5) . . ?
N3 C6 C7 119.6(5) . . ?
C8 C6 C7 126.7(6) . . ?
N2 C7 C12 113.5(5) . . ?
N2 C7 C6 119.8(5) . . ?
C12 C7 C6 126.7(5) . . ?
C9 C8 N4 106.2(6) . . ?
C9 C8 C6 118.5(6) . . ?
N4 C8 C6 134.8(7) . . ?
C10 C9 C8 110.2(7) . . ?
C9 C10 C11 109.6(7) . . ?
C10 C11 N4 105.8(8) . . ?
C15 C12 N5 106.7(7) . . ?
C15 C12 C7 119.6(5) . . ?
N5 C12 C7 133.3(7) . . ?
C14 C13 N5 107.1(7) . . ?
C15 C14 C13 109.6(7) . . ?
C14 C15 C12 110.4(6) . . ?
N6 C16 C17 123.8(6) . . ?
C18 C17 C16 118.7(6) . . ?
C17 C18 C19 119.6(6) . . ?
N8 C19 C20 119.9(6) . . ?
N8 C19 C18 123.4(6) . . ?
C20 C19 C18 116.7(6) . . ?
N6 C20 N7 114.7(5) . . ?
N6 C20 C19 122.9(6) . . ?
N7 C20 C19 122.3(6) . . ?
N8 C21 C27 113.9(6) . . ?
N8 C21 C22 120.3(6) . . ?
C27 C21 C22 125.7(8) . . ?
N7 C22 C23 113.2(5) . . ?
N7 C22 C21 119.6(6) . . ?
C23 C22 C21 127.2(6) . . ?
C24 C23 N10 102.2(7) . . ?
C24 C23 C22 120.7(6) . . ?
N10 C23 C22 136.1(7) . . ?
C25 C24 C23 113.1(7) . . ?
C26 C25 C24 109.7(8) . . ?
C25 C26 N10 105.3(10) . . ?
C30 C27 N9 103.6(8) . . ?
C30 C27 C21 120.2(8) . . ?
N9 C27 C21 135.5(10) . . ?
C29 C28 N9 106.3(13) . . ?
C30 C29 C28 110.3(10) . . ?
C29 C30 C27 114.9(9) . . ?
C1 N1 C5 117.0(5) . . ?
C1 N1 Ni1 131.7(4) . . ?
C5 N1 Ni1 111.2(3) . . ?
C7 N2 C5 117.7(5) . . ?
C6 N3 C4 119.7(5) . . ?
C11 N4 C8 108.2(9) . . ?
C12 N5 C13 106.2(8) . . ?
C16 N6 C20 118.2(5) . . ?
C16 N6 Ni1 134.4(4) . . ?
C20 N6 Ni1 107.3(4) . . ?
C22 N7 C20 118.3(5) . . ?
C21 N8 C19 119.5(5) . . ?
C27 N9 C28 104.5(13) . . ?
C23 N10 C26 109.5(9) . . ?
N1 Ni1 N6 96.87(17) . . ?
N1 Ni1 Cl2 95.87(14) . . ?
N6 Ni1 Cl2 102.40(16) . . ?
N1 Ni1 Cl1 146.86(14) . . ?
N6 Ni1 Cl1 107.93(13) . . ?
Cl2 Ni1 Cl1 99.75(8) . . ?
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 1.328(7) . ?
C1 C2 1.379(8) . ?
C2 C3 1.359(8) . ?
C3 C4 1.417(8) . ?
C4 N3 1.356(7) . ?
C4 C5 1.383(7) . ?
C5 N2 1.353(7) . ?
C5 N1 1.362(6) . ?
C6 N3 1.318(7) . ?
C6 C8 1.446(8) . ?
C6 C7 1.468(8) . ?
C7 N2 1.332(7) . ?
C7 C12 1.453(8) . ?
C8 C9 1.358(9) . ?
C8 N4 1.398(9) . ?
C9 C10 1.328(9) . ?
C10 C11 1.379(12) . ?
C11 N4 1.389(10) . ?
C12 C15 1.354(8) . ?
C12 N5 1.399(9) . ?
C13 C14 1.353(12) . ?
C13 N5 1.404(11) . ?
C14 C15 1.316(9) . ?
C16 N6 1.309(7) . ?
C16 C17 1.377(8) . ?
C17 C18 1.369(9) . ?
C18 C19 1.408(9) . ?
C19 N8 1.340(8) . ?
C19 C20 1.400(7) . ?
C20 N6 1.347(7) . ?
C20 N7 1.348(7) . ?
C21 N8 1.314(8) . ?
C21 C27 1.419(10) . ?
C21 C22 1.478(8) . ?
C22 N7 1.317(7) . ?
C22 C23 1.436(9) . ?
C23 C24 1.339(8) . ?
C23 N10 1.388(13) . ?
C24 C25 1.315(11) . ?
C25 C26 1.305(12) . ?
C26 N10 1.405(13) . ?
C27 C30 1.335(9) . ?
C27 N9 1.366(17) . ?
C28 C29 1.264(19) . ?
C28 N9 1.467(16) . ?
C29 C30 1.234(12) . ?
Cl1 Ni1 2.2773(17) . ?
Cl2 Ni1 2.255(2) . ?
N1 Ni1 2.004(4) . ?
N6 Ni1 2.026(4) . ?
