#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/76/1517645.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_1517645
loop_
_publ_author_name
'Ciana M. Rogers'
'Curtis Y. Wang'
'Gregory A. Farnum'
'Robert L. LaDuca'
_publ_section_title
;
 Divalent metal homophthalate coordination polymers with long-spanning
 dipyridyl ligands containing piperazine moieties
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              78
_journal_page_last               84
_journal_volume                  403
_journal_year                    2013
_chemical_formula_sum            'C25 H24 N4 Ni O7'
_chemical_formula_weight         551.19
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.587(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.411(3)
_cell_length_b                   16.687(3)
_cell_length_c                   8.7009(16)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.44
_cell_volume                     2381.8(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.1171
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            50075
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.9777
_exptl_absorpt_correction_T_min  0.7488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.584
_refine_diff_density_min         -1.074
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4365
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0643
_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)+(0.0647P)²+2.7759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1647
_reflns_number_gt                3111
_reflns_number_total             4365
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-403-78-84-2.cif
_cod_data_source_block           p21c
_cod_original_cell_volume        2381.9(8)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1517645
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.44168(3) 0.33884(3) 0.14452(6) 0.0268(2) Uani 1 1 d .
O1 O 1.0514(2) 0.3455(2) -0.1861(4) 0.0548(10) Uani 1 1 d .
O2 O 0.8398(2) 0.3348(2) 0.4594(5) 0.0553(10) Uani 1 1 d .
O3 O 0.44442(18) 0.28370(17) 0.6116(3) 0.0313(7) Uani 1 1 d .
O4 O 0.43930(18) 0.46107(17) 0.1806(3) 0.0316(7) Uani 1 1 d .
O5 O 0.42122(19) 0.29513(17) 0.3606(3) 0.0320(7) Uani 1 1 d .
O6 O 0.3931(2) 0.58577(19) 0.1859(4) 0.0396(8) Uani 1 1 d .
O7 O 0.46107(19) 0.36643(18) -0.0832(3) 0.0308(7) Uani 1 1 d D
H7C H 0.453(3) 0.3206(17) -0.129(5) 0.037 Uiso 1 1 d D
H7D H 0.5071(18) 0.389(2) -0.105(5) 0.037 Uiso 1 1 d D
N1 N 1.3166(2) 0.3389(2) 0.0914(4) 0.0295(8) Uani 1 1 d .
N2 N 1.0036(3) 0.3494(3) 0.0550(5) 0.0478(11) Uani 1 1 d .
N3 N 0.8711(2) 0.3966(3) 0.2356(5) 0.0540(12) Uani 1 1 d .
N4 N 0.5670(2) 0.3419(2) 0.1953(4) 0.0306(8) Uani 1 1 d .
C1 C 1.2874(3) 0.3884(3) -0.0185(5) 0.0334(10) Uani 1 1 d .
H1 H 1.3243 0.4227 -0.0688 0.040 Uiso 1 1 calc R
C2 C 1.2063(3) 0.3917(3) -0.0612(5) 0.0369(11) Uani 1 1 d .
H2 H 1.1884 0.4269 -0.1410 0.044 Uiso 1 1 calc R
C3 C 1.1504(3) 0.3434(3) 0.0123(5) 0.0358(11) Uani 1 1 d .
C4 C 1.1807(3) 0.2916(3) 0.1254(6) 0.0389(11) Uani 1 1 d .
H4 H 1.1451 0.2565 0.1772 0.047 Uiso 1 1 calc R
C5 C 1.2629(3) 0.2919(3) 0.1615(5) 0.0358(11) Uani 1 1 d .
H5 H 1.2826 0.2569 0.2404 0.043 Uiso 1 1 calc R
C6 C 1.0637(3) 0.3462(3) -0.0466(6) 0.0412(12) Uani 1 1 d .
C7 C 1.0129(3) 0.3516(3) 0.2231(6) 0.0503(14) Uani 1 1 d .
H7A H 1.0698 0.3660 0.2525 0.060 Uiso 1 1 calc R
H7B H 1.0013 0.2980 0.2658 0.060 Uiso 1 1 calc R
C8 C 0.9549(3) 0.4128(4) 0.2893(7) 0.0586(16) Uani 1 1 d .
H8A H 0.9581 0.4104 0.4030 0.070 Uiso 1 1 calc R
H8B H 0.9710 0.4673 0.2573 0.070 Uiso 1 1 calc R
C9 C 0.8633(3) 0.3986(4) 0.0682(7) 0.0569(15) Uani 1 1 d .
H9A H 0.8767 0.4530 0.0311 0.068 Uiso 1 1 calc R
H9B H 0.8063 0.3865 0.0361 0.068 Uiso 1 1 calc R
C10 C 0.9191(3) 0.3388(4) -0.0027(7) 0.0515(14) Uani 1 1 d .
H10A H 0.9005 0.2839 0.0215 0.062 Uiso 1 1 calc R
H10B H 0.9170 0.3452 -0.1158 0.062 Uiso 1 1 calc R
C11 C 0.8191(3) 0.3575(3) 0.3308(7) 0.0458(13) Uani 1 1 d .
C12 C 0.7320(3) 0.3502(3) 0.2762(6) 0.0382(11) Uani 1 1 d .
C13 C 0.6907(3) 0.2789(3) 0.2830(7) 0.0497(14) Uani 1 1 d .
H13 H 0.7179 0.2314 0.3158 0.060 Uiso 1 1 calc R
C14 C 0.6090(3) 0.2773(3) 0.2414(6) 0.0437(12) Uani 1 1 d .
H14 H 0.5811 0.2275 0.2457 0.052 Uiso 1 1 calc R
C15 C 0.6078(3) 0.4106(3) 0.1858(5) 0.0332(10) Uani 1 1 d .
H15 H 0.5794 0.4571 0.1511 0.040 Uiso 1 1 calc R
C16 C 0.6898(3) 0.4171(3) 0.2245(6) 0.0385(11) Uani 1 1 d .
H16 H 0.7170 0.4671 0.2155 0.046 Uiso 1 1 calc R
C17 C 0.1786(3) 0.4912(3) 0.3792(6) 0.0438(12) Uani 1 1 d .
H17 H 0.1250 0.5089 0.3528 0.053 Uiso 1 1 calc R
C18 C 0.1917(3) 0.4399(3) 0.5025(6) 0.0448(13) Uani 1 1 d .
H18 H 0.1472 0.4214 0.5604 0.054 Uiso 1 1 calc R
C19 C 0.2697(3) 0.4161(3) 0.5401(5) 0.0380(11) Uani 1 1 d .
H19 H 0.2784 0.3818 0.6261 0.046 Uiso 1 1 calc R
C20 C 0.3364(3) 0.4402(3) 0.4577(5) 0.0301(10) Uani 1 1 d .
C21 C 0.3226(3) 0.4892(3) 0.3288(5) 0.0311(10) Uani 1 1 d .
C22 C 0.2441(3) 0.5165(3) 0.2944(5) 0.0368(11) Uani 1 1 d .
H22 H 0.2353 0.5529 0.2117 0.044 Uiso 1 1 calc R
C23 C 0.4204(3) 0.4145(3) 0.5122(5) 0.0328(10) Uani 1 1 d .
H23A H 0.4290 0.4294 0.6216 0.039 Uiso 1 1 calc R
H23B H 0.4619 0.4424 0.4516 0.039 Uiso 1 1 calc R
C24 C 0.3900(3) 0.5143(3) 0.2252(5) 0.0293(10) Uani 1 1 d .
C25 C 0.4300(3) 0.3239(3) 0.4940(5) 0.0303(10) 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'
O O 0.0106 0.0060 '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
O5 Ni1 O4 101.97(12) . .
O5 Ni1 O3 77.30(11) . 4_565
O4 Ni1 O3 179.21(12) . 4_565
O5 Ni1 O7 172.00(12) . .
O4 Ni1 O7 85.98(12) . .
O3 Ni1 O7 94.76(12) 4_565 .
O5 Ni1 N1 91.05(13) . 1_455
O4 Ni1 N1 90.60(13) . 1_455
O3 Ni1 N1 89.71(13) 4_565 1_455
O7 Ni1 N1 87.94(13) . 1_455
O5 Ni1 N4 89.98(13) . .
O4 Ni1 N4 88.09(13) . .
O3 Ni1 N4 91.61(13) 4_565 .
O7 Ni1 N4 91.19(13) . .
N1 Ni1 N4 178.48(14) 1_455 .
C25 O3 Ni1 130.2(3) . 4_566
C24 O4 Ni1 138.8(3) . .
C25 O5 Ni1 133.6(3) . .
C5 N1 C1 117.2(4) . .
C5 N1 Ni1 123.6(3) . 1_655
C1 N1 Ni1 119.2(3) . 1_655
C6 N2 C7 126.8(4) . .
C6 N2 C10 118.2(4) . .
C7 N2 C10 114.5(4) . .
C11 N3 C9 125.1(5) . .
C11 N3 C8 119.3(5) . .
C9 N3 C8 111.7(4) . .
C15 N4 C14 117.2(4) . .
C15 N4 Ni1 120.1(3) . .
C14 N4 Ni1 122.7(3) . .
N1 C1 C2 122.8(4) . .
C1 C2 C3 120.0(4) . .
C2 C3 C4 117.2(4) . .
C2 C3 C6 117.2(4) . .
C4 C3 C6 125.4(4) . .
C5 C4 C3 119.2(4) . .
N1 C5 C4 123.4(4) . .
O1 C6 N2 123.3(5) . .
O1 C6 C3 117.8(4) . .
N2 C6 C3 118.9(5) . .
N2 C7 C8 110.2(5) . .
N3 C8 C7 110.3(4) . .
N3 C9 C10 111.0(5) . .
N2 C10 C9 111.1(4) . .
O2 C11 N3 122.6(5) . .
O2 C11 C12 120.3(5) . .
N3 C11 C12 116.9(5) . .
C13 C12 C16 118.1(4) . .
C13 C12 C11 121.8(5) . .
C16 C12 C11 120.1(4) . .
C12 C13 C14 119.0(5) . .
N4 C14 C13 123.6(4) . .
N4 C15 C16 122.7(4) . .
C12 C16 C15 119.4(4) . .
C18 C17 C22 119.6(5) . .
C19 C18 C17 119.2(4) . .
C18 C19 C20 122.6(4) . .
C19 C20 C21 118.1(4) . .
C19 C20 C23 118.9(4) . .
C21 C20 C23 123.0(4) . .
C22 C21 C20 119.5(4) . .
C22 C21 C24 118.1(4) . .
C20 C21 C24 122.5(4) . .
C17 C22 C21 120.9(5) . .
C20 C23 C25 110.2(4) . .
O6 C24 O4 123.8(4) . .
O6 C24 C21 118.0(4) . .
O4 C24 C21 118.2(4) . .
O3 C25 O5 124.6(4) . .
O3 C25 C23 117.9(4) . .
O5 C25 C23 117.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O5 2.053(3) .
Ni1 O4 2.064(3) .
Ni1 O3 2.065(3) 4_565
Ni1 O7 2.068(3) .
Ni1 N1 2.091(4) 1_455
Ni1 N4 2.092(4) .
O1 C6 1.225(6) .
O2 C11 1.221(6) .
O3 C25 1.241(5) .
O3 Ni1 2.066(3) 4_566
O4 C24 1.270(5) .
O5 C25 1.260(5) .
O6 C24 1.242(5) .
N1 C5 1.340(6) .
N1 C1 1.342(6) .
N1 Ni1 2.091(4) 1_655
N2 C6 1.344(6) .
N2 C7 1.467(7) .
N2 C10 1.472(6) .
N3 C11 1.371(7) .
N3 C9 1.459(7) .
N3 C8 1.465(6) .
N4 C15 1.333(5) .
N4 C14 1.335(6) .
C1 C2 1.373(6) .
C2 C3 1.390(6) .
C3 C4 1.391(7) .
C3 C6 1.500(7) .
C4 C5 1.376(7) .
C7 C8 1.520(7) .
C9 C10 1.498(7) .
C11 C12 1.498(7) .
C12 C13 1.370(7) .
C12 C16 1.382(7) .
C13 C14 1.379(7) .
C15 C16 1.383(6) .
C17 C18 1.385(7) .
C17 C22 1.387(7) .
C18 C19 1.371(7) .
C19 C20 1.384(6) .
C20 C21 1.401(6) .
C20 C23 1.506(6) .
C21 C22 1.391(6) .
C21 C24 1.506(6) .
C23 C25 1.528(6) .
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
O7 H7C O3 0.869(19) 2.73(5) 3.041(4) 103(3) 4_565
O7 H7C O5 0.869(19) 2.00(2) 2.814(4) 155(4) 4_565
