#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:34:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180440 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/09/7210935.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_7210935
loop_
_publ_author_name
'Zhou, Pei'
'Yao, Jian-feng'
'Sheng, Chuan-fang'
'Li, Hui'
_publ_section_title
;
 A continuing tale of chirality: metal coordination extended axial
 chirality of 4,4′-bipy to 1D infinite chain under cooperation of a
 nucleotide ligand
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              8430
_journal_paper_doi               10.1039/c3ce40977e
_journal_volume                  15
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_sum            'C19 H27 N4 Ni O13 P'
_chemical_formula_weight         609.13
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.272(2)
_cell_length_b                   14.383(3)
_cell_length_c                   14.720(3)
_cell_measurement_reflns_used    8563
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.1226
_cell_measurement_theta_min      1.9796
_cell_volume                     2386.5(8)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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      153(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       dtprofit.ref
_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  0.0595
_diffrn_reflns_av_sigmaI/netI    0.0716
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20982
_diffrn_reflns_theta_full        29.12
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.958
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8238
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3160
_exptl_crystal_size_mid          0.1610
_exptl_crystal_size_min          0.1180
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.009(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0406
_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)+(0.0431P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                5283
_reflns_number_total             6263
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40977e.txt
_cod_data_source_block           bo1327
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2386.6(8)
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7210935
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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
Ni1 Ni 0.91760(3) 0.84304(3) 0.82089(3) 0.01005(9) Uani 1 1 d .
P2 P 0.92026(8) 1.06009(5) 0.74416(5) 0.01069(15) Uani 1 1 d .
C1 C 0.3339(3) 1.1178(2) 0.8468(2) 0.0151(7) Uani 1 1 d .
C2 C 0.3299(3) 1.0916(2) 0.6829(2) 0.0161(6) Uani 1 1 d .
C3 C 0.4568(3) 1.0957(2) 0.6831(2) 0.0172(7) Uani 1 1 d .
H3 H 0.4990 1.0860 0.6296 0.021 Uiso 1 1 calc R
C4 C 0.5148(3) 1.1137(2) 0.7614(2) 0.0165(7) Uani 1 1 d .
H4 H 0.5972 1.1176 0.7608 0.020 Uiso 1 1 calc R
C5 C 0.5161(2) 1.1539(2) 0.9258(2) 0.0123(6) Uani 1 1 d .
H5 H 0.4683 1.2012 0.9567 0.015 Uiso 1 1 calc R
C6 C 0.5383(3) 1.0728(2) 0.9911(2) 0.0114(6) Uani 1 1 d .
H6 H 0.4822 1.0216 0.9819 0.014 Uiso 1 1 calc R
C7 C 0.6652(3) 1.0459(2) 0.9658(2) 0.0127(6) Uani 1 1 d .
H7 H 0.6642 1.0106 0.9089 0.015 Uiso 1 1 calc R
C8 C 0.7205(2) 1.1407(2) 0.9489(2) 0.0131(6) Uani 1 1 d .
H8 H 0.7374 1.1703 1.0075 0.016 Uiso 1 1 calc R
C9 C 0.8319(3) 1.1420(2) 0.8915(2) 0.0141(6) Uani 1 1 d .
H9A H 0.8545 1.2057 0.8788 0.017 Uiso 1 1 calc R
H9B H 0.8963 1.1125 0.9243 0.017 Uiso 1 1 calc R
C10 C 0.6727(3) 0.8626(2) 0.7470(2) 0.0166(7) Uani 1 1 d .
H10 H 0.7155 0.8775 0.6950 0.020 Uiso 1 1 calc R
C11 C 0.5504(3) 0.8647(2) 0.7433(2) 0.0171(7) Uani 1 1 d .
H11 H 0.5122 0.8807 0.6895 0.021 Uiso 1 1 calc R
C12 C 0.5467(3) 0.8194(2) 0.8989(2) 0.0150(7) Uani 1 1 d .
H12 H 0.5065 0.8044 0.9522 0.018 Uiso 1 1 calc R
C13 C 0.6697(3) 0.8189(2) 0.8968(2) 0.0153(7) Uani 1 1 d .
H13 H 0.7100 0.8030 0.9497 0.018 Uiso 1 1 calc R
C14 C 0.2866(3) 0.8583(2) 0.7407(2) 0.0166(7) Uani 1 1 d .
H14 H 0.3255 0.8668 0.6856 0.020 Uiso 1 1 calc R
C15 C 0.2869(3) 0.8324(3) 0.8989(2) 0.0231(8) Uani 1 1 d .
H15 H 0.3260 0.8237 0.9539 0.028 Uiso 1 1 calc R
C16 C 1.1653(3) 0.8595(3) 0.7437(2) 0.0194(7) Uani 1 1 d .
H16 H 1.1240 0.8703 0.6900 0.023 Uiso 1 1 calc R
C17 C 1.1651(3) 0.8331(3) 0.8966(2) 0.0197(7) Uani 1 1 d .
H17 H 1.1241 0.8242 0.9507 0.024 Uiso 1 1 calc R
C18 C 0.4838(2) 0.8426(2) 0.8207(2) 0.0123(6) Uani 1 1 d .
C19 C 0.3520(3) 0.8444(2) 0.8198(2) 0.0143(6) Uani 1 1 d .
N1 N 0.4560(2) 1.12632(19) 0.84099(17) 0.0122(6) Uani 1 1 d .
N2 N 0.2778(2) 1.09881(19) 0.76656(18) 0.0137(6) Uani 1 1 d .
H2 H 0.2023 1.0905 0.7689 0.016 Uiso 1 1 calc R
N3 N 1.1025(2) 0.84588(18) 0.82040(18) 0.0125(5) Uani 1 1 d .
N4 N 0.7329(2) 0.83969(18) 0.82365(18) 0.0116(5) Uani 1 1 d .
O1 O 0.28145(19) 1.12777(18) 0.91874(16) 0.0235(6) Uani 1 1 d .
O2 O 0.2670(2) 1.08307(18) 0.61362(16) 0.0223(6) Uani 1 1 d .
O3 O 0.62768(18) 1.19217(15) 0.90350(15) 0.0140(5) Uani 1 1 d .
O4 O 0.5295(2) 1.11174(16) 1.07854(15) 0.0168(5) Uani 1 1 d .
H4O H 0.5577 1.0757 1.1159 0.025 Uiso 1 1 calc R
O5 O 0.73015(18) 0.99548(16) 1.03219(15) 0.0161(5) Uani 1 1 d .
H5O H 0.6842 0.9648 1.0633 0.024 Uiso 1 1 calc R
O6 O 1.03380(18) 1.09153(16) 0.78934(15) 0.0139(5) Uani 1 1 d .
O7 O 0.81135(18) 1.09371(17) 0.80812(16) 0.0168(5) Uani 1 1 d .
O8 O 0.89963(18) 1.10216(14) 0.65067(14) 0.0142(5) Uani 1 1 d .
O9 O 0.9094(2) 0.95483(13) 0.73687(14) 0.0136(4) Uani 1 1 d .
O10 O 0.9216(2) 0.91442(15) 0.94483(14) 0.0167(5) Uani 1 1 d .
H10A H 0.8624 0.9388 0.9716 0.020 Uiso 1 1 d R
H10B H 0.9774 0.9510 0.9451 0.025 Uiso 1 1 d R
O11 O 0.92588(19) 0.71553(14) 0.89301(14) 0.0124(4) Uani 1 1 d .
H11A H 0.9888 0.6852 0.8815 0.015 Uiso 1 1 d R
H11B H 0.8692 0.6828 0.8789 0.019 Uiso 1 1 d R
O12 O 0.9069(2) 0.76423(14) 0.70407(13) 0.0146(5) Uani 1 1 d .
H12A H 0.9305 0.7082 0.7008 0.017 Uiso 1 1 d R
H12B H 0.9307 0.7948 0.6607 0.022 Uiso 1 1 d R
O13 O 0.0912(2) 0.03667(17) 0.00379(17) 0.0278(6) Uani 1 1 d .
H13A H 0.0917 0.0386 -0.0539 0.033 Uiso 1 1 d R
H13B H 0.1405 -0.0043 0.0214 0.033 Uiso 1 1 d 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'
P P 0.1023 0.0942 '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
O9 Ni1 O12 85.68(8) . .
O9 Ni1 N4 89.13(10) . .
O12 Ni1 N4 86.87(10) . .
O9 Ni1 N3 91.58(10) . .
O12 Ni1 N3 93.79(10) . .
N4 Ni1 N3 179.06(10) . .
O9 Ni1 O10 98.24(8) . .
O12 Ni1 O10 175.46(9) . .
N4 Ni1 O10 90.91(10) . .
N3 Ni1 O10 88.39(9) . .
O9 Ni1 O11 172.50(8) . .
O12 Ni1 O11 86.83(8) . .
N4 Ni1 O11 90.82(9) . .
N3 Ni1 O11 88.55(9) . .
O10 Ni1 O11 89.25(8) . .
O6 P2 O8 114.11(13) . .
O6 P2 O9 113.35(13) . .
O8 P2 O9 108.64(12) . .
O6 P2 O7 107.25(12) . .
O8 P2 O7 106.92(13) . .
O9 P2 O7 106.07(13) . .
O1 C1 N2 123.3(3) . .
O1 C1 N1 121.6(3) . .
N2 C1 N1 115.1(3) . .
O2 C2 N2 120.0(3) . .
O2 C2 C3 124.9(3) . .
N2 C2 C3 115.1(3) . .
C4 C3 C2 119.5(3) . .
C3 C4 N1 121.7(3) . .
O3 C5 N1 108.5(2) . .
O3 C5 C6 107.3(2) . .
N1 C5 C6 113.7(3) . .
O4 C6 C7 112.9(2) . .
O4 C6 C5 105.0(2) . .
C7 C6 C5 101.1(2) . .
O5 C7 C8 111.1(2) . .
O5 C7 C6 116.4(2) . .
C8 C7 C6 101.3(2) . .
O3 C8 C9 109.6(3) . .
O3 C8 C7 103.8(2) . .
C9 C8 C7 116.3(3) . .
O7 C9 C8 109.8(2) . .
N4 C10 C11 122.5(3) . .
C10 C11 C18 119.9(3) . .
C13 C12 C18 119.4(3) . .
N4 C13 C12 123.7(3) . .
C16 C14 C19 120.2(3) 1_455 .
C17 C15 C19 120.5(3) 1_455 .
N3 C16 C14 123.4(3) . 1_655
N3 C17 C15 123.3(3) . 1_655
C12 C18 C11 117.0(3) . .
C12 C18 C19 121.3(3) . .
C11 C18 C19 121.6(3) . .
C15 C19 C14 116.1(3) . .
C15 C19 C18 121.3(3) . .
C14 C19 C18 122.6(3) . .
C4 N1 C1 121.8(3) . .
C4 N1 C5 122.8(2) . .
C1 N1 C5 115.4(2) . .
C1 N2 C2 126.5(3) . .
C17 N3 C16 116.5(2) . .
C17 N3 Ni1 121.4(2) . .
C16 N3 Ni1 122.1(2) . .
C13 N4 C10 117.5(3) . .
C13 N4 Ni1 123.9(2) . .
C10 N4 Ni1 118.5(2) . .
C5 O3 C8 109.7(2) . .
C9 O7 P2 121.40(18) . .
P2 O9 Ni1 137.80(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O9 2.031(2) .
Ni1 O12 2.063(2) .
Ni1 N4 2.083(2) .
Ni1 N3 2.085(2) .
Ni1 O10 2.094(2) .
Ni1 O11 2.121(2) .
P2 O6 1.512(2) .
P2 O8 1.521(2) .
P2 O9 1.523(2) .
P2 O7 1.621(2) .
C1 O1 1.222(4) .
C1 N2 1.367(4) .
C1 N1 1.385(4) .
C2 O2 1.248(4) .
C2 N2 1.368(4) .
C2 C3 1.432(4) .
C3 C4 1.350(5) .
C4 N1 1.359(4) .
C5 O3 1.412(3) .
C5 N1 1.475(4) .
C5 C6 1.532(4) .
C6 O4 1.407(4) .
C6 C7 1.528(4) .
C7 O5 1.420(4) .
C7 C8 1.520(4) .
C8 O3 1.445(4) .
C8 C9 1.513(4) .
C9 O7 1.429(4) .
C10 N4 1.358(4) .
C10 C11 1.380(4) .
C11 C18 1.401(4) .
C12 C13 1.387(4) .
C12 C18 1.393(4) .
C13 N4 1.326(4) .
C14 C16 1.368(4) 1_455
C14 C19 1.393(4) .
C15 C17 1.373(4) 1_455
C15 C19 1.388(4) .
C16 N3 1.347(4) .
C16 C14 1.368(4) 1_655
C17 N3 1.338(4) .
C17 C15 1.373(4) 1_655
C18 C19 1.486(3) .
