#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:49:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179492 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/89/4338907.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_4338907
loop_
_publ_author_name
'Montney, Matthew R.'
'Krishnan, Subhashree Mallika'
'Supkowski, Ronald M.'
'LaDuca, Robert L.'
_publ_section_title
;
 Diverse entangled metal-organic framework materials incorporating kinked
 organodiimine and flexible aliphatic dicarboxylate ligands: synthesis,
 structure, physical properties, and reversible structural reorganization.
;
_journal_issue                   18
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7362
_journal_page_last               7370
_journal_paper_doi               10.1021/ic070291d
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C16 H19 N3 Ni O5'
_chemical_formula_weight         392.05
_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                 119.455(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.157(3)
_cell_length_b                   9.3556(13)
_cell_length_c                   17.074(2)
_cell_measurement_temperature    293(2)
_cell_volume                     3220.9(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker SMART 1k CCD'
_diffrn_measurement_method       ω
_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  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19079
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    1.239
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3937
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0320
_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)+(0.0263P)²+5.1011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0744
_reflns_number_gt                3053
_reflns_number_total             3937
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic070291d-file003.cif
_cod_data_source_block           niadpdpa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        3220.9(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4338907
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 0.0000 -1.54846(4) 0.7500 0.01363(9) Uani 1 2 d S
Ni2 Ni 0.2500 -0.7500 0.5000 0.01432(10) Uani 1 2 d S
O1 O 0.22470(7) -0.59469(15) 0.56158(9) 0.0192(3) Uani 1 1 d .
O2 O 0.29267(8) -0.63783(17) 0.70757(10) 0.0285(4) Uani 1 1 d .
O3 O 0.39839(7) -0.07931(15) 0.67878(9) 0.0175(3) Uani 1 1 d .
O4 O 0.45651(7) -0.21487(15) 0.79572(9) 0.0195(3) Uani 1 1 d .
O5 O 0.30416(8) -0.85592(18) 0.61954(10) 0.0285(4) Uani 1 1 d D
H5A H 0.3081(13) -0.806(2) 0.6619(14) 0.034 Uiso 1 1 d D
H5B H 0.3311(11) -0.923(2) 0.6343(16) 0.034 Uiso 1 1 d D
N1 N 0.16688(8) -0.87014(18) 0.48271(11) 0.0180(4) Uani 1 1 d .
N2 N 0.02706(9) -1.16778(19) 0.47271(12) 0.0195(4) Uani 1 1 d D
H2N H 0.0027(11) -1.199(3) 0.4199(12) 0.023 Uiso 1 1 d D
N3 N 0.00022(8) -1.40561(18) 0.66055(11) 0.0173(4) Uani 1 1 d .
C1 C 0.15878(11) -0.8926(2) 0.55418(14) 0.0206(5) Uani 1 1 d .
H1 H 0.1856 -0.8411 0.6062 0.025 Uiso 1 1 calc R
C2 C 0.11387(11) -0.9858(2) 0.55647(14) 0.0201(4) Uani 1 1 d .
H2 H 0.1105 -0.9954 0.6083 0.024 Uiso 1 1 calc R
C3 C 0.07329(10) -1.0662(2) 0.47978(13) 0.0163(4) Uani 1 1 d .
C4 C 0.07853(10) -1.0377(2) 0.40311(14) 0.0183(4) Uani 1 1 d .
H4 H 0.0507 -1.0836 0.3492 0.022 Uiso 1 1 calc R
C5 C 0.12504(10) -0.9415(2) 0.40772(14) 0.0187(4) Uani 1 1 d .
H5 H 0.1277 -0.9249 0.3559 0.022 Uiso 1 1 calc R
C6 C 0.05043(10) -1.3132(2) 0.68719(14) 0.0214(5) Uani 1 1 d .
H6 H 0.0789 -1.3039 0.7487 0.026 Uiso 1 1 calc R
C7 C 0.06323(10) -1.2309(2) 0.63076(14) 0.0211(5) Uani 1 1 d .
H7 H 0.0997 -1.1700 0.6538 0.025 Uiso 1 1 calc R
C8 C 0.02037(10) -1.2404(2) 0.53794(14) 0.0161(4) Uani 1 1 d .
C9 C -0.03347(11) -1.3343(2) 0.50983(14) 0.0210(5) Uani 1 1 d .
H9 H -0.0638 -1.3431 0.4489 0.025 Uiso 1 1 calc R
C10 C -0.04175(11) -1.4130(2) 0.57121(14) 0.0212(5) Uani 1 1 d .
H10 H -0.0780 -1.4743 0.5503 0.025 Uiso 1 1 calc R
C11 C 0.24812(10) -0.5672(2) 0.64418(14) 0.0169(4) Uani 1 1 d .
C12 C 0.21898(11) -0.4383(2) 0.66624(15) 0.0203(4) Uani 1 1 d .
H12A H 0.2453 -0.4183 0.7301 0.024 Uiso 1 1 calc R
H12B H 0.1744 -0.4615 0.6538 0.024 Uiso 1 1 calc R
C13 C 0.21616(10) -0.3036(2) 0.61369(15) 0.0209(5) Uani 1 1 d .
H13A H 0.1995 -0.2254 0.6342 0.025 Uiso 1 1 calc R
H13B H 0.1847 -0.3194 0.5506 0.025 Uiso 1 1 calc R
C14 C 0.28275(10) -0.2588(2) 0.62240(14) 0.0189(4) Uani 1 1 d .
H14A H 0.2963 -0.3299 0.5933 0.023 Uiso 1 1 calc R
H14B H 0.2771 -0.1688 0.5913 0.023 Uiso 1 1 calc R
C15 C 0.33748(10) -0.2422(2) 0.72034(14) 0.0206(4) Uani 1 1 d .
H15A H 0.3209 -0.1832 0.7517 0.025 Uiso 1 1 calc R
H15B H 0.3476 -0.3357 0.7486 0.025 Uiso 1 1 calc R
C16 C 0.40064(10) -0.1769(2) 0.73179(13) 0.0160(4) 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
N3 Ni1 N3 97.71(10) 2_556 .
N3 Ni1 O3 94.15(6) 2_556 4_536
N3 Ni1 O3 96.38(6) . 4_536
N3 Ni1 O3 96.38(6) 2_556 3_435
N3 Ni1 O3 94.15(6) . 3_435
O3 Ni1 O3 163.97(8) 4_536 3_435
N3 Ni1 O4 154.82(6) 2_556 4_536
N3 Ni1 O4 91.61(6) . 4_536
O3 Ni1 O4 61.47(5) 4_536 4_536
O3 Ni1 O4 106.26(6) 3_435 4_536
N3 Ni1 O4 91.61(6) 2_556 3_435
N3 Ni1 O4 154.82(6) . 3_435
O3 Ni1 O4 106.26(6) 4_536 3_435
O3 Ni1 O4 61.47(5) 3_435 3_435
O4 Ni1 O4 89.68(8) 4_536 3_435
N3 Ni1 C16 93.89(7) 2_556 3_435
N3 Ni1 C16 124.79(7) . 3_435
O3 Ni1 C16 136.38(6) 4_536 3_435
O3 Ni1 C16 30.78(6) 3_435 3_435
O4 Ni1 C16 99.89(6) 4_536 3_435
O4 Ni1 C16 30.71(6) 3_435 3_435
N3 Ni1 C16 124.79(7) 2_556 4_536
N3 Ni1 C16 93.89(7) . 4_536
O3 Ni1 C16 30.78(6) 4_536 4_536
O3 Ni1 C16 136.38(6) 3_435 4_536
O4 Ni1 C16 30.71(6) 4_536 4_536
O4 Ni1 C16 99.89(6) 3_435 4_536
C16 Ni1 C16 121.96(9) 3_435 4_536
O1 Ni2 O1 180.00(7) . 7_536
O1 Ni2 O5 88.78(6) . 7_536
O1 Ni2 O5 91.22(6) 7_536 7_536
O1 Ni2 O5 91.22(6) . .
O1 Ni2 O5 88.78(6) 7_536 .
O5 Ni2 O5 180.0 7_536 .
O1 Ni2 N1 91.24(6) . 7_536
O1 Ni2 N1 88.76(6) 7_536 7_536
O5 Ni2 N1 87.22(7) 7_536 7_536
O5 Ni2 N1 92.78(7) . 7_536
O1 Ni2 N1 88.76(6) . .
O1 Ni2 N1 91.24(6) 7_536 .
O5 Ni2 N1 92.78(7) 7_536 .
O5 Ni2 N1 87.22(7) . .
N1 Ni2 N1 180.0 7_536 .
C11 O1 Ni2 130.19(13) . .
C16 O3 Ni1 92.59(12) . 3_565
C16 O4 Ni1 86.98(12) . 3_565
C1 N1 C5 115.58(18) . .
C1 N1 Ni2 118.72(14) . .
C5 N1 Ni2 125.19(14) . .
C8 N2 C3 130.88(18) . .
C6 N3 C10 116.15(18) . .
C6 N3 Ni1 119.55(14) . .
C10 N3 Ni1 123.36(14) . .
N1 C1 C2 125.0(2) . .
C1 C2 C3 119.0(2) . .
N2 C3 C2 125.66(19) . .
N2 C3 C4 117.80(18) . .
C2 C3 C4 116.50(19) . .
C5 C4 C3 119.82(19) . .
N1 C5 C4 123.88(19) . .
N3 C6 C7 125.11(19) . .
C6 C7 C8 118.74(19) . .
N2 C8 C7 125.85(19) . .
N2 C8 C9 117.82(18) . .
C7 C8 C9 116.32(19) . .
C10 C9 C8 120.69(19) . .
N3 C10 C9 122.9(2) . .
O2 C11 O1 125.11(19) . .
O2 C11 C12 118.81(18) . .
O1 C11 C12 116.08(18) . .
C11 C12 C13 113.90(17) . .
C12 C13 C14 114.68(18) . .
C15 C14 C13 112.76(17) . .
C16 C15 C14 114.36(17) . .
O4 C16 O3 118.90(18) . .
O4 C16 C15 120.87(18) . .
O3 C16 C15 120.20(18) . .
O4 C16 Ni1 62.31(10) . 3_565
O3 C16 Ni1 56.63(10) . 3_565
C15 C16 Ni1 174.93(15) . 3_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 2.0313(17) 2_556
Ni1 N3 2.0313(17) .
Ni1 O3 2.0699(14) 4_536
Ni1 O3 2.0699(14) 3_435
Ni1 O4 2.1956(15) 4_536
Ni1 O4 2.1956(15) 3_435
Ni1 C16 2.476(2) 3_435
Ni1 C16 2.476(2) 4_536
Ni2 O1 2.0410(14) .
Ni2 O1 2.0410(14) 7_536
Ni2 O5 2.0502(15) 7_536
Ni2 O5 2.0502(15) .
Ni2 N1 2.1204(17) 7_536
Ni2 N1 2.1204(17) .
O1 C11 1.264(2) .
O2 C11 1.255(3) .
O3 C16 1.268(2) .
O3 Ni1 2.0699(14) 3_565
O4 C16 1.266(2) .
O4 Ni1 2.1956(15) 3_565
N1 C1 1.339(3) .
N1 C5 1.343(3) .
N2 C8 1.377(3) .
N2 C3 1.391(3) .
N3 C6 1.336(3) .
N3 C10 1.348(3) .
C1 C2 1.373(3) .
C2 C3 1.397(3) .
C3 C4 1.399(3) .
C4 C5 1.375(3) .
C6 C7 1.375(3) .
C7 C8 1.399(3) .
C8 C9 1.403(3) .
C9 C10 1.369(3) .
C11 C12 1.517(3) .
C12 C13 1.529(3) .
C13 C14 1.533(3) .
C14 C15 1.530(3) .
C15 C16 1.507(3) .
C16 Ni1 2.476(2) 3_565
