#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:28:49 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179665 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/18/4511856.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_4511856
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            'C42 H40 Mn N4 O12'
_chemical_formula_weight         847.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.883(11)
_cell_angle_beta                 100.455(11)
_cell_angle_gamma                97.851(12)
_cell_formula_units_Z            1
_cell_length_a                   5.5839(12)
_cell_length_b                   12.097(3)
_cell_length_c                   14.595(3)
_cell_measurement_temperature    296(2)
_cell_volume                     903.0(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0892
_diffrn_reflns_av_sigmaI/netI    0.1397
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8646
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.442
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             437
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3218
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1531
_refine_ls_R_factor_gt           0.0778
_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)+(0.0100P)²+3.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1535
_reflns_number_gt                1695
_reflns_number_total             3218
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg500882z_si_002.cif
_cod_data_source_block           Complex1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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        903.0(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4511856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Mn1 Mn 0.5000 0.0000 0.0000 0.0298(4) Uani 1 2 d S
O1 O 1.1648(10) 0.4183(5) 0.5454(4) 0.0816(17) Uani 1 1 d .
O2 O 0.7580(9) 0.0714(4) 0.5494(4) 0.0740(16) Uani 1 1 d .
O5 O 0.7557(7) -0.1191(4) -0.0414(3) 0.0399(11) Uani 1 1 d D
H5B H 0.8825 -0.0989 0.0032 0.060 Uiso 1 1 calc R
O3 O 0.2461(6) -0.1428(3) 0.0151(3) 0.0368(10) Uani 1 1 d .
O4 O 0.4617(8) -0.2853(3) -0.0181(4) 0.0611(14) Uani 1 1 d .
N1 N 0.7002(9) 0.0590(4) 0.1649(4) 0.0405(13) Uani 1 1 d .
N2 N 0.9504(10) 0.2458(5) 0.5444(4) 0.0481(14) Uani 1 1 d .
C1 C 0.6138(12) 0.1313(6) 0.2345(5) 0.0505(18) Uani 1 1 d .
H1 H 0.4690 0.1562 0.2145 0.061 Uiso 1 1 calc R
C2 C 0.7256(12) 0.1712(6) 0.3340(5) 0.0516(18) Uani 1 1 d .
H2 H 0.6553 0.2213 0.3789 0.062 Uiso 1 1 calc R
C3 C 0.9394(11) 0.1378(5) 0.3673(5) 0.0444(16) Uani 1 1 d .
C4 C 1.0290(12) 0.0625(6) 0.2964(5) 0.0479(17) Uani 1 1 d .
H4 H 1.1724 0.0358 0.3149 0.057 Uiso 1 1 calc R
C5 C 0.9081(12) 0.0268(6) 0.1985(5) 0.0473(17) Uani 1 1 d .
H5 H 0.9755 -0.0233 0.1525 0.057 Uiso 1 1 calc R
C6 C 1.0807(12) 0.1787(6) 0.4740(5) 0.0554(19) Uani 1 1 d .
H6A H 1.1135 0.1098 0.4910 0.066 Uiso 1 1 calc R
H6B H 1.2399 0.2281 0.4813 0.066 Uiso 1 1 calc R
C7 C 1.0134(13) 0.3690(6) 0.5778(5) 0.0553(19) Uani 1 1 d .
C8 C 0.8890(13) 0.4329(6) 0.6525(5) 0.0489(17) Uani 1 1 d .
C9 C 0.9401(15) 0.5534(6) 0.6863(6) 0.071(2) Uani 1 1 d .
H9 H 1.0565 0.5949 0.6641 0.085 Uiso 1 1 calc R
C10 C 0.8160(18) 0.6152(7) 0.7551(6) 0.085(3) Uani 1 1 d .
H10 H 0.8512 0.6978 0.7789 0.102 Uiso 1 1 calc R
C11 C 0.6454(16) 0.5545(8) 0.7866(6) 0.074(2) Uani 1 1 d .
H11 H 0.5631 0.5962 0.8316 0.089 Uiso 1 1 calc R
C12 C 0.5911(13) 0.4316(7) 0.7531(5) 0.0565(19) Uani 1 1 d .
C13 C 0.7144(12) 0.3686(6) 0.6853(5) 0.0442(16) Uani 1 1 d .
C14 C 0.4170(14) 0.3652(8) 0.7853(5) 0.068(2) Uani 1 1 d .
H14 H 0.3321 0.4053 0.8299 0.082 Uiso 1 1 calc R
C15 C 0.3702(14) 0.2458(9) 0.7533(6) 0.075(2) Uani 1 1 d .
H15 H 0.2566 0.2043 0.7765 0.090 Uiso 1 1 calc R
C16 C 0.4936(13) 0.1846(7) 0.6849(6) 0.063(2) Uani 1 1 d .
H16 H 0.4605 0.1021 0.6621 0.076 Uiso 1 1 calc R
C17 C 0.6638(12) 0.2455(6) 0.6510(5) 0.0466(17) Uani 1 1 d .
C18 C 0.7875(12) 0.1785(6) 0.5796(5) 0.0500(18) Uani 1 1 d .
C20 C 0.0890(10) -0.3291(5) 0.0308(5) 0.0387(15) Uani 1 1 d .
H20A H -0.0760 -0.3177 0.0063 0.046 Uiso 1 1 calc R
H20B H 0.1185 -0.3068 0.1023 0.046 Uiso 1 1 calc R
C21 C 0.0963(11) -0.4604(5) -0.0129(5) 0.0442(17) Uani 1 1 d .
H21A H 0.0667 -0.4830 -0.0844 0.053 Uiso 1 1 calc R
H21B H 0.2606 -0.4722 0.0118 0.053 Uiso 1 1 calc R
C19 C 0.2791(10) -0.2472(5) 0.0059(4) 0.0350(15) Uani 1 1 d .
O6 O 0.521(3) 0.3843(12) 0.4485(11) 0.317(7) Uani 1 1 d .
H5A H 0.681(11) -0.183(3) -0.037(5) 0.07(2) 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'
Mn Mn 0.3368 0.7283 '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'
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
O3 Mn1 O3 180.0 2_655 .
O3 Mn1 O5 89.44(15) 2_655 .
O3 Mn1 O5 90.56(15) . .
O3 Mn1 O5 90.56(15) 2_655 2_655
O3 Mn1 O5 89.44(15) . 2_655
O5 Mn1 O5 180.0 . 2_655
O3 Mn1 N1 90.97(15) 2_655 2_655
O3 Mn1 N1 89.03(15) . 2_655
O5 Mn1 N1 88.76(17) . 2_655
O5 Mn1 N1 91.24(17) 2_655 2_655
O3 Mn1 N1 89.03(15) 2_655 .
O3 Mn1 N1 90.97(15) . .
O5 Mn1 N1 91.24(17) . .
O5 Mn1 N1 88.76(16) 2_655 .
N1 Mn1 N1 180.00(13) 2_655 .
Mn1 O5 H5B 109.5 . .
Mn1 O5 H5A 102(5) . .
H5B O5 H5A 103.3 . .
C19 O3 Mn1 127.0(3) . .
C5 N1 C1 114.9(5) . .
C5 N1 Mn1 124.1(4) . .
C1 N1 Mn1 121.0(4) . .
C7 N2 C18 125.1(6) . .
C7 N2 C6 118.3(6) . .
C18 N2 C6 116.2(6) . .
N1 C1 C2 124.0(6) . .
N1 C1 H1 118.0 . .
C2 C1 H1 118.0 . .
C3 C2 C1 120.4(6) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C2 C3 C4 116.1(6) . .
C2 C3 C6 124.8(6) . .
C4 C3 C6 119.1(6) . .
C5 C4 C3 120.2(6) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
N1 C5 C4 124.3(6) . .
N1 C5 H5 117.8 . .
C4 C5 H5 117.8 . .
N2 C6 C3 114.1(5) . .
N2 C6 H6A 108.7 . .
C3 C6 H6A 108.7 . .
N2 C6 H6B 108.7 . .
C3 C6 H6B 108.7 . .
H6A C6 H6B 107.6 . .
O1 C7 N2 119.8(7) . .
O1 C7 C8 123.6(7) . .
N2 C7 C8 116.7(7) . .
C9 C8 C13 121.1(7) . .
C9 C8 C7 119.1(7) . .
C13 C8 C7 119.8(6) . .
C8 C9 C10 119.6(8) . .
C8 C9 H9 120.2 . .
C10 C9 H9 120.2 . .
C11 C10 C9 120.0(8) . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
C10 C11 C12 121.2(8) . .
C10 C11 H11 119.4 . .
C12 C11 H11 119.4 . .
C11 C12 C13 119.5(8) . .
C11 C12 C14 122.9(8) . .
C13 C12 C14 117.6(7) . .
C17 C13 C12 120.6(7) . .
C17 C13 C8 120.9(6) . .
C12 C13 C8 118.6(6) . .
C15 C14 C12 122.0(7) . .
C15 C14 H14 119.0 . .
C12 C14 H14 119.0 . .
C14 C15 C16 119.5(8) . .
C14 C15 H15 120.3 . .
C16 C15 H15 120.3 . .
C17 C16 C15 120.6(7) . .
C17 C16 H16 119.7 . .
C15 C16 H16 119.7 . .
C16 C17 C13 119.8(7) . .
C16 C17 C18 118.8(7) . .
C13 C17 C18 121.4(6) . .
O2 C18 N2 119.4(6) . .
O2 C18 C17 124.6(7) . .
N2 C18 C17 116.0(6) . .
C19 C20 C21 113.6(5) . .
C19 C20 H20A 108.8 . .
C21 C20 H20A 108.8 . .
C19 C20 H20B 108.8 . .
C21 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C21 C21 C20 112.3(6) 2_545 .
C21 C21 H21A 109.1 2_545 .
C20 C21 H21A 109.1 . .
C21 C21 H21B 109.1 2_545 .
C20 C21 H21B 109.1 . .
H21A C21 H21B 107.9 . .
O4 C19 O3 124.2(5) . .
O4 C19 C20 117.6(5) . .
O3 C19 C20 118.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O3 2.172(3) 2_655
Mn1 O3 2.172(3) .
Mn1 O5 2.196(4) .
Mn1 O5 2.196(4) 2_655
Mn1 N1 2.302(5) 2_655
Mn1 N1 2.302(5) .
O1 C7 1.215(8) .
O2 C18 1.210(7) .
O5 H5B 0.8200 .
O5 H5A 0.86(2) .
O3 C19 1.271(6) .
O4 C19 1.239(6) .
N1 C5 1.333(7) .
N1 C1 1.333(7) .
N2 C7 1.390(8) .
N2 C18 1.406(8) .
N2 C6 1.471(7) .
C1 C2 1.375(8) .
C1 H1 0.9300 .
C2 C3 1.367(8) .
C2 H2 0.9300 .
C3 C4 1.373(8) .
C3 C6 1.506(8) .
C4 C5 1.369(8) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.473(9) .
C8 C9 1.358(9) .
C8 C13 1.406(9) .
C9 C10 1.407(10) .
C9 H9 0.9300 .
C10 C11 1.355(11) .
C10 H10 0.9300 .
C11 C12 1.386(10) .
C11 H11 0.9300 .
C12 C13 1.400(9) .
C12 C14 1.412(10) .
C13 C17 1.387(8) .
C14 C15 1.346(10) .
C14 H14 0.9300 .
C15 C16 1.398(10) .
C15 H15 0.9300 .
C16 C17 1.375(9) .
C16 H16 0.9300 .
C17 C18 1.455(9) .
C20 C19 1.521(7) .
C20 C21 1.529(7) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 C21 1.518(10) 2_545
C21 H21A 0.9700 .
C21 H21B 0.9700 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O3 Mn1 O3 C19 108(16) 2_655 .
O5 Mn1 O3 C19 3.7(5) . .
O5 Mn1 O3 C19 -176.3(5) 2_655 .
N1 Mn1 O3 C19 92.4(5) 2_655 .
N1 Mn1 O3 C19 -87.6(5) . .
O3 Mn1 N1 C5 -83.5(5) 2_655 .
O3 Mn1 N1 C5 96.5(5) . .
O5 Mn1 N1 C5 5.9(5) . .
O5 Mn1 N1 C5 -174.1(5) 2_655 .
N1 Mn1 N1 C5 -157(39) 2_655 .
O3 Mn1 N1 C1 95.5(5) 2_655 .
O3 Mn1 N1 C1 -84.5(5) . .
O5 Mn1 N1 C1 -175.1(5) . .
O5 Mn1 N1 C1 4.9(5) 2_655 .
N1 Mn1 N1 C1 22(39) 2_655 .
C5 N1 C1 C2 0.0(9) . .
Mn1 N1 C1 C2 -179.1(5) . .
N1 C1 C2 C3 0.3(11) . .
C1 C2 C3 C4 -0.8(10) . .
C1 C2 C3 C6 178.3(6) . .
C2 C3 C4 C5 1.1(9) . .
C6 C3 C4 C5 -178.1(6) . .
C1 N1 C5 C4 0.3(9) . .
Mn1 N1 C5 C4 179.3(5) . .
C3 C4 C5 N1 -0.9(10) . .
C7 N2 C6 C3 -97.8(7) . .
C18 N2 C6 C3 88.1(7) . .
C2 C3 C6 N2 8.6(10) . .
C4 C3 C6 N2 -172.3(6) . .
C18 N2 C7 O1 176.8(6) . .
C6 N2 C7 O1 3.2(9) . .
C18 N2 C7 C8 -3.1(9) . .
C6 N2 C7 C8 -176.7(5) . .
O1 C7 C8 C9 1.4(11) . .
N2 C7 C8 C9 -178.7(6) . .
O1 C7 C8 C13 179.5(7) . .
N2 C7 C8 C13 -0.7(9) . .
C13 C8 C9 C10 -0.2(11) . .
C7 C8 C9 C10 177.9(7) . .
C8 C9 C10 C11 -0.5(12) . .
C9 C10 C11 C12 0.6(13) . .
C10 C11 C12 C13 -0.1(11) . .
C10 C11 C12 C14 179.1(8) . .
C11 C12 C13 C17 179.7(6) . .
C14 C12 C13 C17 0.5(10) . .
C11 C12 C13 C8 -0.6(10) . .
C14 C12 C13 C8 -179.8(6) . .
C9 C8 C13 C17 -179.6(6) . .
C7 C8 C13 C17 2.3(9) . .
C9 C8 C13 C12 0.7(10) . .
C7 C8 C13 C12 -177.3(6) . .
C11 C12 C14 C15 -178.7(7) . .
C13 C12 C14 C15 0.5(11) . .
C12 C14 C15 C16 -1.1(12) . .
C14 C15 C16 C17 0.7(11) . .
C15 C16 C17 C13 0.3(10) . .
C15 C16 C17 C18 -179.8(6) . .
C12 C13 C17 C16 -0.9(10) . .
C8 C13 C17 C16 179.5(6) . .
C12 C13 C17 C18 179.2(6) . .
C8 C13 C17 C18 -0.5(9) . .
C7 N2 C18 O2 -175.5(6) . .
C6 N2 C18 O2 -1.8(9) . .
C7 N2 C18 C17 4.9(9) . .
C6 N2 C18 C17 178.5(5) . .
C16 C17 C18 O2 -2.5(10) . .
C13 C17 C18 O2 177.4(6) . .
C16 C17 C18 N2 177.1(6) . .
C13 C17 C18 N2 -3.0(9) . .
C19 C20 C21 C21 -179.8(6) . 2_545
Mn1 O3 C19 O4 -3.6(9) . .
Mn1 O3 C19 C20 173.4(4) . .
C21 C20 C19 O4 -21.4(8) . .
C21 C20 C19 O3 161.4(5) . .
