#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:28:49 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179665 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/18/4511850.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_4511850
loop_
_publ_author_name
'Nath, Jayanta K.'
'Mondal, Abhishake'
'Powell, Annie K.'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Structures, Magnetic Properties, and Photoluminescence of Dicarboxylate
 Coordination Polymers of Mn, Co, Ni, Cu
 HavingN-(4-Pyridylmethyl)-1,8-naphthalimide
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4735
_journal_paper_doi               10.1021/cg500882z
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C22 H22 N2 Ni O10'
_chemical_formula_weight         533.13
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 97.724(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1127(3)
_cell_length_b                   13.0832(5)
_cell_length_c                   18.4154(7)
_cell_measurement_reflns_used    4373
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.6319
_cell_measurement_theta_min      2.9469
_cell_volume                     2175.62(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9368
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.956
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Face indexing'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.968
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         3924
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0514
_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)+(0.1000P)²+3.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1688
_reflns_number_gt                3313
_reflns_number_total             3924
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg500882z_si_005.cif
_cod_data_source_block           Complex4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/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 

 Adding full bibliography for 4511850--4511856.cif.
;
_cod_original_cell_volume        2175.63(13)
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               4511850
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -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
C17 C 0.7615(7) 0.8865(4) 0.9727(3) 0.094(3) Uani 1 1 d G
C16 C 0.6176(7) 0.8958(5) 0.9891(5) 0.160(6) Uani 1 1 d G
H16 H 0.5391 0.9018 0.9515 0.192 Uiso 1 1 calc R
C15 C 0.5911(10) 0.8961(5) 1.0617(6) 0.279(14) Uani 1 1 d G
H15 H 0.4949 0.9023 1.0727 0.335 Uiso 1 1 calc R
C14 C 0.7086(13) 0.8871(5) 1.1179(4) 0.302(17) Uani 1 1 d G
H14 H 0.6908 0.8873 1.1664 0.363 Uiso 1 1 calc R
C12 C 0.8525(11) 0.8778(4) 1.1015(3) 0.199(9) Uani 1 1 d G
C13 C 0.8790(7) 0.8775(3) 1.0289(3) 0.095(3) Uani 1 1 d G
Ni1 Ni 0.89242(4) 0.45420(4) 0.62791(2) 0.0219(2) Uani 1 1 d .
O3 O 1.1121(3) 0.4436(2) 0.61635(15) 0.0270(6) Uani 1 1 d .
O8 O 1.6688(3) 0.4550(2) 0.63515(17) 0.0316(7) Uani 1 1 d .
O9 O 0.9070(3) 0.3518(2) 0.71450(16) 0.0313(6) Uani 1 1 d D
H9A H 0.9870 0.3222 0.7182 0.047 Uiso 1 1 calc RD
O4 O 1.1878(3) 0.3120(2) 0.68982(16) 0.0371(7) Uani 1 1 d .
O6 O 0.8660(3) 0.5599(2) 0.53936(16) 0.0298(6) Uani 1 1 d D
H7N H 0.7846 0.5873 0.5370 0.045 Uiso 1 1 calc RD
O7 O 1.5957(3) 0.5901(2) 0.56644(18) 0.0420(8) Uani 1 1 d .
N1 N 0.9330(4) 0.5807(3) 0.69563(18) 0.0309(7) Uani 1 1 d .
O5 O 0.8512(3) 0.3381(3) 0.5550(2) 0.0493(9) Uani 1 1 d D
H5A H 0.9260 0.3032 0.5553 0.074 Uiso 1 1 calc RD
C22 C 1.5716(4) 0.5143(3) 0.6048(2) 0.0266(8) Uani 1 1 d .
C21 C 1.4142(4) 0.4936(3) 0.6141(2) 0.0312(9) Uani 1 1 d .
H21 H 1.3447 0.5450 0.6017 0.037 Uiso 1 1 calc R
C19 C 1.2105(4) 0.3846(3) 0.6493(2) 0.0254(8) Uani 1 1 d .
C20 C 1.3686(4) 0.4070(3) 0.6388(2) 0.0261(8) Uani 1 1 d .
H20 H 1.4385 0.3558 0.6506 0.031 Uiso 1 1 calc R
C2 C 1.0283(6) 0.7515(4) 0.7115(3) 0.0531(13) Uani 1 1 d .
H2 H 1.0842 0.8039 0.6949 0.064 Uiso 1 1 calc R
C4 C 0.8754(6) 0.6865(4) 0.7936(3) 0.0547(13) Uani 1 1 d .
H4 H 0.8268 0.6927 0.8346 0.066 Uiso 1 1 calc R
C1 C 1.0180(5) 0.6589(4) 0.6764(2) 0.0442(11) Uani 1 1 d .
H1 H 1.0718 0.6491 0.6375 0.053 Uiso 1 1 calc R
C3 C 0.9555(6) 0.7664(4) 0.7715(3) 0.0522(13) Uani 1 1 d .
C5 C 0.8677(6) 0.5964(4) 0.7541(3) 0.0470(12) Uani 1 1 d .
H5 H 0.8125 0.5431 0.7701 0.056 Uiso 1 1 calc R
C11 C 0.967(4) 0.8707(11) 1.1542(7) 0.30(2) Uani 1 1 d .
H11 H 0.9448 0.8741 1.2020 0.360 Uiso 1 1 calc R
C8 C 1.0253(10) 0.8668(4) 1.0144(3) 0.081(2) Uani 1 1 d .
C10 C 1.110(3) 0.8592(14) 1.1464(10) 0.27(2) Uani 1 1 d .
H10 H 1.1834 0.8518 1.1863 0.324 Uiso 1 1 calc R
O1 O 1.1753(6) 0.8535(4) 0.9210(4) 0.1048(18) Uani 1 1 d .
C9 C 1.1423(15) 0.8592(6) 1.0696(5) 0.158(6) Uani 1 1 d .
H9 H 1.2391 0.8541 1.0591 0.190 Uiso 1 1 calc R
N2 N 0.9323(6) 0.8723(3) 0.8842(2) 0.0549(11) Uani 1 1 d .
C7 C 1.0540(7) 0.8634(4) 0.9375(3) 0.0590(14) Uani 1 1 d .
O2 O 0.6935(7) 0.9020(5) 0.8455(4) 0.132(3) Uani 1 1 d .
C18 C 0.7902(8) 0.8881(5) 0.8982(4) 0.0739(18) Uani 1 1 d .
C6 C 0.9571(10) 0.8718(5) 0.8073(3) 0.083(2) Uani 1 1 d .
H6A H 1.0520 0.9037 0.8039 0.100 Uiso 1 1 calc R
H6B H 0.8814 0.9136 0.7795 0.100 Uiso 1 1 calc R
O10 O 0.4221(3) 0.7335(3) 0.4987(2) 0.0439(8) Uani 1 1 d D
H10A H 0.408(7) 0.778(4) 0.530(3) 0.07(2) Uiso 1 1 d D
H10B H 0.474(5) 0.696(4) 0.529(2) 0.062(18) Uiso 1 1 d D
H6M H 0.876(5) 0.536(4) 0.4986(16) 0.043(15) Uiso 1 1 d D
H5B H 0.778(4) 0.303(4) 0.543(3) 0.064(18) Uiso 1 1 d D
H9B H 0.840(3) 0.310(3) 0.705(2) 0.025(11) Uiso 1 1 d 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
C16 C17 C13 120.0 . .
C16 C17 C18 120.4(5) . .
C13 C17 C18 119.6(5) . .
C17 C16 C15 120.0 . .
C16 C15 C14 120.0 . .
C15 C14 C12 120.0 . .
C11 C12 C13 118.8(14) . .
C11 C12 C14 121.2(14) . .
C13 C12 C14 120.0 . .
C12 C13 C17 120.0 . .
C12 C13 C8 118.4(5) . .
C17 C13 C8 121.6(5) . .
O5 Ni1 O3 88.67(12) . .
O5 Ni1 O8 87.14(12) . 1_455
O3 Ni1 O8 175.76(11) . 1_455
O5 Ni1 O9 90.70(15) . .
O3 Ni1 O9 94.24(10) . .
O8 Ni1 O9 85.14(11) 1_455 .
O5 Ni1 N1 175.56(15) . .
O3 Ni1 N1 91.09(12) . .
O8 Ni1 N1 93.14(12) 1_455 .
O9 Ni1 N1 93.74(13) . .
O5 Ni1 O6 89.28(15) . .
O3 Ni1 O6 88.61(10) . .
O8 Ni1 O6 92.01(11) 1_455 .
O9 Ni1 O6 177.15(10) . .
N1 Ni1 O6 86.28(13) . .
C19 O3 Ni1 128.9(2) . .
C22 O8 Ni1 128.4(3) . 1_655
C5 N1 C1 115.6(4) . .
C5 N1 Ni1 123.6(3) . .
C1 N1 Ni1 120.4(3) . .
O8 C22 O7 125.1(3) . .
O8 C22 C21 118.0(4) . .
O7 C22 C21 116.9(3) . .
C20 C21 C22 123.5(4) . .
O4 C19 O3 125.9(3) . .
O4 C19 C20 117.7(3) . .
O3 C19 C20 116.4(3) . .
C21 C20 C19 124.5(4) . .
C1 C2 C3 119.5(5) . .
C3 C4 C5 119.1(5) . .
N1 C1 C2 123.3(4) . .
C4 C3 C2 117.7(5) . .
C4 C3 C6 122.4(5) . .
C2 C3 C6 119.8(5) . .
N1 C5 C4 124.6(5) . .
C12 C11 C10 127.6(19) . .
C9 C8 C13 122.0(9) . .
C9 C8 C7 119.2(10) . .
C13 C8 C7 118.8(6) . .
C11 C10 C9 115.1(13) . .
C8 C9 C10 118.1(15) . .
C18 N2 C7 124.6(5) . .
C18 N2 C6 117.1(6) . .
C7 N2 C6 118.2(6) . .
O1 C7 N2 120.7(6) . .
O1 C7 C8 122.5(7) . .
N2 C7 C8 116.7(6) . .
O2 C18 N2 118.0(7) . .
O2 C18 C17 123.6(7) . .
N2 C18 C17 118.5(6) . .
N2 C6 C3 115.3(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C17 C16 1.3900 .
C17 C13 1.3900 .
C17 C18 1.431(9) .
C16 C15 1.3900 .
C15 C14 1.3900 .
C14 C12 1.3900 .
C12 C11 1.33(3) .
C12 C13 1.3900 .
C13 C8 1.402(10) .
Ni1 O5 2.029(3) .
Ni1 O3 2.047(2) .
Ni1 O8 2.060(3) 1_455
Ni1 O9 2.073(3) .
Ni1 N1 2.075(4) .
Ni1 O6 2.127(3) .
O3 C19 1.273(4) .
O8 C22 1.251(5) .
O8 Ni1 2.060(3) 1_655
O4 C19 1.242(5) .
O7 C22 1.254(5) .
N1 C5 1.315(6) .
N1 C1 1.359(6) .
C22 C21 1.492(5) .
C21 C20 1.309(6) .
C19 C20 1.508(5) .
C2 C1 1.370(7) .
C2 C3 1.377(7) .
C4 C3 1.368(8) .
C4 C5 1.381(7) .
C3 C6 1.529(8) .
C11 C10 1.34(5) .
C8 C9 1.374(11) .
C8 C7 1.474(9) .
C10 C9 1.48(3) .
O1 C7 1.192(7) .
N2 C18 1.369(8) .
N2 C7 1.384(8) .
N2 C6 1.464(7) .
O2 C18 1.233(9) .
