#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/61/4316115.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_4316115
loop_
_publ_author_name
'Nadia Marino'
'Anthony R. Vortherms'
'Amanda E. Hoffman'
'Robert P. Doyle'
_publ_section_title
;
 Expanding Monomeric Pyrophosphate Complexes beyond Platinum
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6790
_journal_page_last               6792
_journal_paper_doi               10.1021/ic1006007
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C36 H24 N6 Ni(+2), 2Cl(-1), 6.5(H2O)'
_chemical_formula_sum            'C36 H37 Cl2 N6 Ni O6.5'
_chemical_formula_weight         787.33
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     PETTERSON
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.133(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.416(2)
_cell_length_b                   21.3012(17)
_cell_length_c                   15.4121(12)
_cell_measurement_reflns_used    2305
_cell_measurement_temperature    98(2)
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.62
_cell_volume                     7305.6(10)
_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      98(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0644
_diffrn_reflns_av_sigmaI/netI    0.1123
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22329
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.32
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  0.9643
_exptl_absorpt_correction_T_min  0.9505
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            PINK
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PARALLELEPIPED
_exptl_crystal_F_000             3272
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.208
_refine_diff_density_min         -1.348
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    RIDING
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         8264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0750
_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)+(0.1487P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2193
_refine_ls_wR_factor_ref         0.2558
_reflns_number_gt                4817
_reflns_number_total             8264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1006007_si_002_6.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'EMPIRICAL'
changed to 'empirical' 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 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        7305.5(10)
_cod_original_formula_sum        'C36 H37 Cl2 N6 Ni O6.50'
_cod_database_code               4316115
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Ni1 Ni 0.86193(3) 0.23689(3) 0.30234(5) 0.0170(2) Uani 1 1 d . . .
C1 C 0.9595(3) 0.3400(3) 0.3704(4) 0.0291(13) Uani 1 1 d . . .
H1 H 0.9384 0.3538 0.4105 0.035 Uiso 1 1 calc R . .
C2 C 1.0083(3) 0.3755(3) 0.3643(5) 0.0359(15) Uani 1 1 d . . .
H2 H 1.0207 0.4118 0.4011 0.043 Uiso 1 1 calc R . .
C3 C 1.0383(3) 0.3574(3) 0.3048(5) 0.0410(17) Uani 1 1 d . . .
H3 H 1.0707 0.3818 0.2984 0.049 Uiso 1 1 calc R . .
C4 C 1.0202(2) 0.3020(3) 0.2531(4) 0.0291(13) Uani 1 1 d . . .
C5 C 1.0489(3) 0.2780(4) 0.1906(5) 0.0424(18) Uani 1 1 d . . .
H5 H 1.0803 0.3017 0.1795 0.051 Uiso 1 1 calc R . .
C6 C 1.0330(3) 0.2231(3) 0.1472(5) 0.0383(17) Uani 1 1 d . . .
H6 H 1.0542 0.2079 0.1080 0.046 Uiso 1 1 calc R . .
C7 C 0.9840(2) 0.1866(3) 0.1592(4) 0.0259(13) Uani 1 1 d . . .
C8 C 0.9659(2) 0.1292(3) 0.1188(4) 0.0278(13) Uani 1 1 d . . .
H8 H 0.9866 0.1111 0.0809 0.033 Uiso 1 1 calc R . .
C9 C 0.9183(3) 0.0981(3) 0.1330(4) 0.0260(13) Uani 1 1 d . . .
H9 H 0.9058 0.0585 0.1054 0.031 Uiso 1 1 calc R . .
C10 C 0.8881(2) 0.1261(3) 0.1891(4) 0.0229(12) Uani 1 1 d . . .
H10 H 0.8550 0.1048 0.1986 0.027 Uiso 1 1 calc R . .
C11 C 0.9528(2) 0.2106(3) 0.2167(4) 0.0202(11) Uani 1 1 d . . .
C12 C 0.9718(2) 0.2684(3) 0.2660(4) 0.0230(12) Uani 1 1 d . . .
N1 N 0.94113(19) 0.2880(2) 0.3227(3) 0.0201(10) Uani 1 1 d . . .
N2 N 0.90442(19) 0.1814(2) 0.2292(3) 0.0190(9) Uani 1 1 d . . .
C13 C 0.8364(3) 0.3449(3) 0.1592(4) 0.0252(12) Uani 1 1 d . . .
H13 H 0.8754 0.3603 0.1910 0.030 Uiso 1 1 calc R . .
C14 C 0.8000(3) 0.3795(3) 0.0833(4) 0.0280(13) Uani 1 1 d . . .
H14 H 0.8145 0.4173 0.0651 0.034 Uiso 1 1 calc R . .
C15 C 0.7436(3) 0.3578(3) 0.0367(4) 0.0268(13) Uani 1 1 d . . .
H15 H 0.7185 0.3805 -0.0140 0.032 Uiso 1 1 calc R . .
C16 C 0.7234(2) 0.3011(3) 0.0651(4) 0.0223(12) Uani 1 1 d . . .
C17 C 0.6663(2) 0.2741(3) 0.0191(4) 0.0260(13) Uani 1 1 d . . .
H17 H 0.6400 0.2948 -0.0326 0.031 Uiso 1 1 calc R . .
C18 C 0.6490(2) 0.2197(3) 0.0477(4) 0.0259(13) Uani 1 1 d . . .
H18 H 0.6110 0.2024 0.0152 0.031 Uiso 1 1 calc R . .
C19 C 0.6870(2) 0.1872(3) 0.1263(4) 0.0217(12) Uani 1 1 d . . .
C20 C 0.6710(2) 0.1306(3) 0.1589(4) 0.0240(12) Uani 1 1 d . . .
H20 H 0.6336 0.1111 0.1286 0.029 Uiso 1 1 calc R . .
C21 C 0.7103(2) 0.1035(3) 0.2356(4) 0.0238(12) Uani 1 1 d . . .
H21 H 0.7003 0.0649 0.2582 0.029 Uiso 1 1 calc R . .
C22 C 0.7655(2) 0.1332(2) 0.2803(4) 0.0198(11) Uani 1 1 d . . .
H22 H 0.7919 0.1143 0.3335 0.024 Uiso 1 1 calc R . .
C23 C 0.7434(2) 0.2134(2) 0.1744(4) 0.0186(11) Uani 1 1 d . . .
C24 C 0.7626(2) 0.2708(2) 0.1419(4) 0.0182(11) Uani 1 1 d . . .
N3 N 0.81837(19) 0.2922(2) 0.1873(3) 0.0185(9) Uani 1 1 d . . .
N4 N 0.78176(18) 0.1870(2) 0.2502(3) 0.0184(9) Uani 1 1 d . . .
C25 C 0.9183(2) 0.1293(3) 0.4366(4) 0.0234(12) Uani 1 1 d . . .
H25 H 0.9331 0.1127 0.3907 0.028 Uiso 1 1 calc R . .
C26 C 0.9288(2) 0.0961(3) 0.5178(4) 0.0248(12) Uani 1 1 d . . .
H26 H 0.9503 0.0576 0.5266 0.030 Uiso 1 1 calc R . .
C27 C 0.9078(2) 0.1193(3) 0.5846(4) 0.0258(13) Uani 1 1 d . . .
H27 H 0.9149 0.0970 0.6403 0.031 Uiso 1 1 calc R . .
C28 C 0.8758(2) 0.1763(3) 0.5712(4) 0.0228(12) Uani 1 1 d . . .
C29 C 0.8514(3) 0.2033(3) 0.6372(4) 0.0300(14) Uani 1 1 d . . .
H29 H 0.8548 0.1815 0.6923 0.036 Uiso 1 1 calc R . .
C30 C 0.8234(3) 0.2601(3) 0.6212(4) 0.0326(14) Uani 1 1 d . . .
H30 H 0.8083 0.2778 0.6662 0.039 Uiso 1 1 calc R . .
C31 C 0.8162(2) 0.2937(3) 0.5382(4) 0.0239(12) Uani 1 1 d . . .
C32 C 0.7899(3) 0.3534(3) 0.5191(4) 0.0297(14) Uani 1 1 d . . .
H32 H 0.7760 0.3744 0.5632 0.036 Uiso 1 1 calc R . .
C33 C 0.7842(3) 0.3813(3) 0.4371(4) 0.0323(14) Uani 1 1 d . . .
H33 H 0.7673 0.4221 0.4245 0.039 Uiso 1 1 calc R . .
C34 C 0.8036(3) 0.3488(3) 0.3708(4) 0.0273(13) Uani 1 1 d . . .
H34 H 0.7977 0.3678 0.3129 0.033 Uiso 1 1 calc R . .
C35 C 0.8371(2) 0.2660(2) 0.4704(4) 0.0182(11) Uani 1 1 d . . .
C36 C 0.8678(2) 0.2072(3) 0.4882(4) 0.0191(11) Uani 1 1 d . . .
N5 N 0.88836(18) 0.1836(2) 0.4204(3) 0.0186(9) Uani 1 1 d . . .
N6 N 0.82959(19) 0.2933(2) 0.3869(3) 0.0205(10) Uani 1 1 d . . .
Cl1 Cl 0.56880(12) 0.0000 0.1790(2) 0.0550(7) Uani 1 2 d S . .
Cl2 Cl 0.76933(9) 0.0000 0.43262(15) 0.0315(5) Uani 1 2 d S . .
Cl3 Cl 0.77202(12) 0.0000 0.09322(18) 0.0454(6) Uani 1 2 d S . .
Cl4 Cl 0.96789(18) 0.0000 0.3396(3) 0.0998(14) Uani 1 2 d S . .
O1W O 0.5652(3) 0.0000 0.5277(4) 0.0334(14) Uani 1 2 d S . .
O2W O 0.6262(3) 0.0000 0.3949(5) 0.059(2) Uani 1 2 d S . .
O3W O 0.8419(3) 0.0000 0.2934(6) 0.054(2) Uani 1 2 d S . .
O4W O 0.6315(3) 0.0000 0.0276(5) 0.0456(17) Uani 1 2 d S . .
O5W O 0.8196(4) 0.0000 0.6480(5) 0.060(2) Uani 1 2 d S . .
O6W O 0.9448(3) 0.0000 0.7607(4) 0.0296(13) Uani 1 2 d S . .
O7W O 0.8222(3) 0.0000 -0.0663(6) 0.073(3) Uani 1 2 d S . .
O8W O 0.9524(2) 0.0000 -0.0432(4) 0.0370(16) Uani 1 2 d S . .
O9W O 0.7474(4) 0.0000 -0.2429(5) 0.117(5) Uani 1 2 d S . .
O10W O 0.8628(6) -0.1107(4) -0.1698(8) 0.073(4) Uani 0.50 1 d P . .
O11W O 0.5640(5) -0.0318(7) -0.1589(7) 0.088(6) Uani 0.50 1 d P . .
O12W O 0.5419(5) -0.1046(6) -0.0543(8) 0.079(4) Uani 0.50 1 d P . .
O13W O 0.6272(5) 0.0000 -0.2835(7) 0.124(5) Uani 1 2 d S . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Ni1 N6 80.44(17) . . ?
N5 Ni1 N2 95.84(17) . . ?
N6 Ni1 N2 173.17(18) . . ?
N5 Ni1 N4 92.62(17) . . ?
N6 Ni1 N4 94.37(16) . . ?
N2 Ni1 N4 91.51(16) . . ?
N5 Ni1 N1 98.35(17) . . ?
N6 Ni1 N1 94.85(17) . . ?
N2 Ni1 N1 79.96(17) . . ?
N4 Ni1 N1 166.70(17) . . ?
N5 Ni1 N3 168.51(15) . . ?
N6 Ni1 N3 91.64(17) . . ?
N2 Ni1 N3 92.84(17) . . ?
N4 Ni1 N3 79.62(17) . . ?
N1 Ni1 N3 90.55(17) . . ?
N1 C1 C2 123.0(6) . . ?
C3 C2 C1 119.5(6) . . ?
C2 C3 C4 119.0(5) . . ?
C12 C4 C3 117.3(5) . . ?
C12 C4 C5 118.9(6) . . ?
C3 C4 C5 123.8(5) . . ?
C6 C5 C4 122.1(5) . . ?
C5 C6 C7 120.9(6) . . ?
C8 C7 C11 117.4(5) . . ?
C8 C7 C6 124.3(5) . . ?
C11 C7 C6 118.3(6) . . ?
C9 C8 C7 120.4(5) . . ?
C8 C9 C10 118.8(5) . . ?
N2 C10 C9 122.3(5) . . ?
N2 C11 C7 122.8(5) . . ?
N2 C11 C12 116.8(5) . . ?
C7 C11 C12 120.4(5) . . ?
N1 C12 C4 123.1(5) . . ?
N1 C12 C11 117.6(5) . . ?
C4 C12 C11 119.3(5) . . ?
C1 N1 C12 118.0(5) . . ?
C1 N1 Ni1 129.6(4) . . ?
C12 N1 Ni1 111.5(4) . . ?
C10 N2 C11 118.1(5) . . ?
C10 N2 Ni1 129.5(3) . . ?
C11 N2 Ni1 112.1(4) . . ?
N3 C13 C14 122.7(5) . . ?
C15 C14 C13 119.4(5) . . ?
C14 C15 C16 119.0(5) . . ?
C24 C16 C15 117.2(5) . . ?
C24 C16 C17 119.9(5) . . ?
C15 C16 C17 122.8(5) . . ?
C18 C17 C16 121.0(5) . . ?
C17 C18 C19 121.4(5) . . ?
C20 C19 C23 117.5(5) . . ?
C20 C19 C18 123.6(5) . . ?
C23 C19 C18 118.9(5) . . ?
C21 C20 C19 119.1(5) . . ?
C20 C21 C22 119.8(5) . . ?
N4 C22 C21 122.1(5) . . ?
N4 C23 C19 123.3(5) . . ?
N4 C23 C24 117.1(5) . . ?
C19 C23 C24 119.6(5) . . ?
N3 C24 C16 123.5(5) . . ?
N3 C24 C23 117.4(5) . . ?
C16 C24 C23 119.1(5) . . ?
C13 N3 C24 118.3(5) . . ?
C13 N3 Ni1 129.1(4) . . ?
C24 N3 Ni1 112.5(3) . . ?
C22 N4 C23 118.1(5) . . ?
C22 N4 Ni1 128.6(4) . . ?
C23 N4 Ni1 113.3(3) . . ?
N5 C25 C26 123.1(5) . . ?
C27 C26 C25 119.3(5) . . ?
C26 C27 C28 120.2(5) . . ?
C36 C28 C27 116.9(5) . . ?
C36 C28 C29 119.4(5) . . ?
C27 C28 C29 123.7(5) . . ?
C30 C29 C28 120.3(5) . . ?
C29 C30 C31 121.6(5) . . ?
C32 C31 C35 116.9(5) . . ?
C32 C31 C30 124.3(5) . . ?
C35 C31 C30 118.8(5) . . ?
C33 C32 C31 119.9(5) . . ?
C32 C33 C34 119.6(6) . . ?
N6 C34 C33 122.2(6) . . ?
N6 C35 C31 122.9(5) . . ?
N6 C35 C36 117.6(4) . . ?
C31 C35 C36 119.5(5) . . ?
N5 C36 C28 123.0(5) . . ?
N5 C36 C35 116.7(5) . . ?
C28 C36 C35 120.3(5) . . ?
C25 N5 C36 117.5(5) . . ?
C25 N5 Ni1 129.5(4) . . ?
C36 N5 Ni1 112.8(3) . . ?
C34 N6 C35 118.3(5) . . ?
C34 N6 Ni1 129.6(4) . . ?
C35 N6 Ni1 112.1(3) . . ?
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
Ni1 N5 2.069(4) . ?
Ni1 N6 2.081(4) . ?
Ni1 N2 2.087(4) . ?
Ni1 N4 2.089(4) . ?
Ni1 N1 2.088(4) . ?
Ni1 N3 2.109(4) . ?
C1 N1 1.325(7) . ?
C1 C2 1.399(8) . ?
C2 C3 1.371(9) . ?
C3 C4 1.414(9) . ?
C4 C12 1.406(7) . ?
C4 C5 1.430(8) . ?
C5 C6 1.342(10) . ?
C6 C7 1.444(8) . ?
C7 C8 1.378(8) . ?
C7 C11 1.407(7) . ?
C8 C9 1.372(8) . ?
C9 C10 1.408(7) . ?
C10 N2 1.330(7) . ?
C11 N2 1.357(6) . ?
C11 C12 1.443(8) . ?
C12 N1 1.357(7) . ?
C13 N3 1.318(7) . ?
C13 C14 1.421(8) . ?
C14 C15 1.372(8) . ?
C15 C16 1.416(8) . ?
C16 C24 1.409(7) . ?
C16 C17 1.425(8) . ?
C17 C18 1.345(8) . ?
C18 C19 1.437(8) . ?
C19 C20 1.401(8) . ?
C19 C23 1.413(7) . ?
C20 C21 1.378(8) . ?
C21 C22 1.410(8) . ?
C22 N4 1.335(7) . ?
C23 N4 1.356(7) . ?
C23 C24 1.445(7) . ?
C24 N3 1.355(7) . ?
C25 N5 1.334(7) . ?
C25 C26 1.391(8) . ?
C26 C27 1.364(8) . ?
C27 C28 1.408(8) . ?
C28 C36 1.399(7) . ?
C28 C29 1.432(8) . ?
C29 C30 1.361(9) . ?
C30 C31 1.428(8) . ?
C31 C32 1.405(8) . ?
C31 C35 1.415(7) . ?
C32 C33 1.364(8) . ?
C33 C34 1.422(8) . ?
C34 N6 1.317(7) . ?
C35 N6 1.372(7) . ?
C35 C36 1.427(7) . ?
C36 N5 1.375(6) . ?
O11W O11W 1.36(3) 6 ?
