#------------------------------------------------------------------------------
#$Date: 2023-12-08 19:12:05 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288193 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/08/4500882.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_4500882
loop_
_publ_author_name
'Ghosh, Totan'
'Chattopadhyay, Tanmay'
'Das, Sudhanshu'
'Mondal, Sandip'
'Suresh, Eringathodi'
'Zangrando, Ennio'
'Das, Debasis'
_publ_section_title
;
 Thiocyanate and Dicyanamide Anion Controlled Nuclearity in Mn, Co, Ni,
 Cu, and Zn Metal Complexes with Hemilabile Ligand 2-Benzoylpyridine
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3198
_journal_paper_doi               10.1021/cg2004485
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C16 H9 Mn N7 O'
_chemical_formula_weight         370.24
_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                   8.6476(2)
_cell_length_b                   12.7504(3)
_cell_length_c                   15.8872(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1751.73(7)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    'Ortep3 for Windows (Farrugia,1997)'
_computing_publication_material  'Wingx 1.80.05 (Farrugia, 1999)'
_computing_structure_refinement  'SHELX97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELX97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.929
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12564
_diffrn_reflns_theta_full        32.92
_diffrn_reflns_theta_max         32.92
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  0.6498
_exptl_absorpt_correction_T_min  0.2706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.010(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         5584
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0353
_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)+(0.0435P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                4403
_reflns_number_total             5584
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg2004485_si_009.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

data name '_exptl_absorpt_process_detail' was replaced with
'_exptl_absorpt_process_details' as specified in the replacement file
'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_database_code               4500882
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Mn Mn 0.30406(3) 0.58518(2) 0.806583(15) 0.03729(8) Uani 1 1 d .
O1 O 0.44684(18) 0.44767(12) 0.86202(10) 0.0576(4) Uani 1 1 d .
N1 N 0.54101(17) 0.64474(12) 0.84398(10) 0.0391(3) Uani 1 1 d .
C1 C 0.6027(2) 0.73627(16) 0.82111(13) 0.0472(4) Uani 1 1 d .
H1 H 0.5428 0.7825 0.7897 0.057 Uiso 1 1 calc R
C2 C 0.7518(2) 0.76544(18) 0.84195(15) 0.0549(5) Uani 1 1 d .
H2 H 0.7914 0.8296 0.8243 0.066 Uiso 1 1 calc R
C3 C 0.8399(3) 0.6986(2) 0.88878(18) 0.0628(6) Uani 1 1 d .
H3 H 0.9406 0.7166 0.9035 0.075 Uiso 1 1 calc R
C4 C 0.7778(2) 0.60396(17) 0.91407(15) 0.0541(5) Uani 1 1 d .
H4 H 0.8360 0.5574 0.9461 0.065 Uiso 1 1 calc R
C5 C 0.62755(19) 0.57939(16) 0.89093(11) 0.0396(3) Uani 1 1 d .
C6 C 0.5542(2) 0.47514(15) 0.90750(13) 0.0433(4) Uani 1 1 d .
C7 C 0.6089(2) 0.40628(16) 0.97572(12) 0.0488(4) Uani 1 1 d .
C8 C 0.6058(4) 0.29927(19) 0.96371(16) 0.0741(8) Uani 1 1 d .
H8 H 0.5725 0.2720 0.9125 0.089 Uiso 1 1 calc R
C9 C 0.6522(5) 0.2320(2) 1.0275(2) 0.1005(13) Uani 1 1 d .
H9 H 0.6524 0.1599 1.0187 0.121 Uiso 1 1 calc R
C10 C 0.6979(5) 0.2724(2) 1.10390(19) 0.0888(9) Uani 1 1 d .
H10 H 0.7274 0.2272 1.1469 0.107 Uiso 1 1 calc R
C11 C 0.7002(4) 0.3775(2) 1.11700(17) 0.0795(7) Uani 1 1 d .
H11 H 0.7297 0.4041 1.1691 0.095 Uiso 1 1 calc R
C12 C 0.6583(3) 0.4459(2) 1.05208(15) 0.0645(6) Uani 1 1 d .
H12 H 0.6636 0.5180 1.0603 0.077 Uiso 1 1 calc R
N2 N 0.3905(3) 0.54294(19) 0.68242(12) 0.0676(5) Uani 1 1 d .
N3 N 0.0543(2) 0.5431(2) 1.04961(12) 0.0722(6) Uani 1 1 d .
N4 N 0.2291(3) 0.60110(19) 0.94035(11) 0.0665(5) Uani 1 1 d .
N5 N 0.0980(2) 0.49174(16) 0.78768(13) 0.0622(5) Uani 1 1 d .
N6 N 0.1549(3) 0.9102(2) 0.7210(3) 0.1123(12) Uani 1 1 d .
N7 N 0.2255(2) 0.73810(16) 0.77075(13) 0.0636(5) Uani 1 1 d .
C13 C 0.4084(2) 0.50338(18) 0.61916(13) 0.0508(5) Uani 1 1 d .
C14 C 0.1546(2) 0.57139(18) 0.99433(12) 0.0507(5) Uani 1 1 d .
C15 C -0.0167(3) 0.44907(18) 0.78178(17) 0.0619(6) Uani 1 1 d .
C16 C 0.1837(3) 0.81772(17) 0.74913(15) 0.0580(5) 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'
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_3
N7 Mn N5 101.70(8) .
N7 Mn N2 95.35(9) .
N5 Mn N2 91.20(8) .
N7 Mn N4 94.48(8) .
N5 Mn N4 86.73(8) .
N2 Mn N4 170.16(9) .
N7 Mn N1 92.96(7) .
N5 Mn N1 165.00(7) .
N2 Mn N1 90.57(7) .
N4 Mn N1 88.99(7) .
N7 Mn O1 163.43(7) .
N5 Mn O1 94.30(7) .
N2 Mn O1 88.53(8) .
N4 Mn O1 82.05(7) .
N1 Mn O1 70.86(5) .
C6 O1 Mn 114.25(12) .
C1 N1 C5 118.05(16) .
C1 N1 Mn 125.73(13) .
C5 N1 Mn 116.17(12) .
N1 C1 C2 122.92(19) .
N1 C1 H1 118.5 .
C2 C1 H1 118.5 .
C3 C2 C1 118.9(2) .
C3 C2 H2 120.5 .
C1 C2 H2 120.5 .
C2 C3 C4 119.2(2) .
C2 C3 H3 120.4 .
C4 C3 H3 120.4 .
C3 C4 C5 119.0(2) .
C3 C4 H4 120.5 .
C5 C4 H4 120.5 .
N1 C5 C4 121.9(2) .
N1 C5 C6 114.33(15) .
C4 C5 C6 123.46(19) .
O1 C6 C7 120.40(18) .
O1 C6 C5 118.07(17) .
C7 C6 C5 121.53(17) .
C8 C7 C12 119.3(2) .
C8 C7 C6 118.82(19) .
C12 C7 C6 121.8(2) .
C7 C8 C9 120.4(2) .
C7 C8 H8 119.8 .
C9 C8 H8 119.8 .
C10 C9 C8 119.7(3) .
C10 C9 H9 120.1 .
C8 C9 H9 120.1 .
C11 C10 C9 120.6(2) .
C11 C10 H10 119.7 .
C9 C10 H10 119.7 .
C10 C11 C12 119.9(3) .
C10 C11 H11 120.0 .
C12 C11 H11 120.0 .
C7 C12 C11 120.0(2) .
C7 C12 H12 120.0 .
C11 C12 H12 120.0 .
C13 N2 Mn 163.5(2) .
C14 N3 C13 122.9(2) 2_565
C14 N4 Mn 148.5(2) .
C15 N5 Mn 174.1(2) .
C16 N6 C15 122.8(2) 4_556
C16 N7 Mn 177.7(2) .
N2 C13 N3 173.2(2) 2_564
N4 C14 N3 172.0(2) .
N5 C15 N6 173.2(3) 4_546
N7 C16 N6 172.3(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn N7 2.1419(19) .
Mn N5 2.165(2) .
Mn N2 2.177(2) .
Mn N4 2.2310(18) .
Mn N1 2.2646(15) .
Mn O1 2.3182(15) .
O1 C6 1.227(2) .
N1 C1 1.334(3) .
N1 C5 1.346(2) .
C1 C2 1.382(3) .
C1 H1 0.9300 .
C2 C3 1.364(3) .
C2 H2 0.9300 .
C3 C4 1.381(3) .
C3 H3 0.9300 .
C4 C5 1.387(3) .
C4 H4 0.9300 .
C5 C6 1.496(3) .
C6 C7 1.473(3) .
C7 C8 1.378(3) .
C7 C12 1.382(3) .
C8 C9 1.387(3) .
C8 H8 0.9300 .
C9 C10 1.376(5) .
C9 H9 0.9300 .
C10 C11 1.356(4) .
C10 H10 0.9300 .
C11 C12 1.398(3) .
C11 H11 0.9300 .
C12 H12 0.9300 .
N2 C13 1.135(3) .
N3 C14 1.286(3) .
N3 C13 1.295(3) 2_565
N4 C14 1.138(3) .
N5 C15 1.135(3) .
N6 C16 1.285(3) .
N6 C15 1.294(3) 4_556
N7 C16 1.131(3) .
C13 N3 1.295(3) 2_564
C15 N6 1.294(3) 4_546
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
N7 Mn O1 C6 9.0(3) . .
N5 Mn O1 C6 -156.01(16) . .
N2 Mn O1 C6 112.91(16) . .
N4 Mn O1 C6 -69.92(16) . .
N1 Mn O1 C6 21.79(15) . .
N7 Mn N1 C1 -17.74(17) . .
N5 Mn N1 C1 174.4(2) . .
N2 Mn N1 C1 77.65(17) . .
N4 Mn N1 C1 -112.18(17) . .
O1 Mn N1 C1 165.89(17) . .
N7 Mn N1 C5 164.75(13) . .
N5 Mn N1 C5 -3.1(3) . .
N2 Mn N1 C5 -99.86(15) . .
N4 Mn N1 C5 70.31(14) . .
O1 Mn N1 C5 -11.62(13) . .
C5 N1 C1 C2 1.4(3) . .
Mn N1 C1 C2 -176.02(15) . .
N1 C1 C2 C3 -0.8(3) . .
C1 C2 C3 C4 -0.1(4) . .
C2 C3 C4 C5 0.1(4) . .
C1 N1 C5 C4 -1.3(3) . .
Mn N1 C5 C4 176.38(15) . .
C1 N1 C5 C6 -175.12(17) . .
Mn N1 C5 C6 2.6(2) . .
C3 C4 C5 N1 0.6(3) . .
C3 C4 C5 C6 173.8(2) . .
Mn O1 C6 C7 151.89(16) . .
Mn O1 C6 C5 -28.6(2) . .
N1 C5 C6 O1 18.1(3) . .
C4 C5 C6 O1 -155.5(2) . .
N1 C5 C6 C7 -162.38(18) . .
C4 C5 C6 C7 23.9(3) . .
O1 C6 C7 C8 34.5(3) . .
C5 C6 C7 C8 -145.0(2) . .
O1 C6 C7 C12 -143.3(2) . .
C5 C6 C7 C12 37.2(3) . .
C12 C7 C8 C9 -0.2(5) . .
C6 C7 C8 C9 -178.1(3) . .
C7 C8 C9 C10 1.6(6) . .
C8 C9 C10 C11 -1.0(7) . .
C9 C10 C11 C12 -1.0(6) . .
C8 C7 C12 C11 -1.8(4) . .
C6 C7 C12 C11 176.0(3) . .
C10 C11 C12 C7 2.5(5) . .
N7 Mn N2 C13 -115.8(7) . .
N5 Mn N2 C13 -13.9(8) . .
N4 Mn N2 C13 63.8(10) . .
N1 Mn N2 C13 151.2(7) . .
O1 Mn N2 C13 80.3(7) . .
N7 Mn N4 C14 119.5(4) . .
N5 Mn N4 C14 18.0(4) . .
N2 Mn N4 C14 -60.0(7) . .
N1 Mn N4 C14 -147.6(4) . .
O1 Mn N4 C14 -76.8(4) . .
N7 Mn N5 C15 -50(2) . .
N2 Mn N5 C15 -146(2) . .
N4 Mn N5 C15 44(2) . .
N1 Mn N5 C15 117(2) . .
O1 Mn N5 C15 125(2) . .
N5 Mn N7 C16 -69(5) . .
N2 Mn N7 C16 23(5) . .
N4 Mn N7 C16 -157(5) . .
N1 Mn N7 C16 114(5) . .
O1 Mn N7 C16 126(5) . .
Mn N2 C13 N3 -126(2) . 2_564
Mn N4 C14 N3 -72(2) . .
C13 N3 C14 N4 -177.7(19) 2_565 .
Mn N5 C15 N6 9(5) . 4_546
Mn N7 C16 N6 -78(6) . .
C15 N6 C16 N7 172(2) 4_556 .
