#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:17:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180498 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/67/7216791.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_7216791
loop_
_publ_author_name
'Li, Cheng-Peng'
'Chen, Jing'
'Liu, Peng-Wen'
'Du, Miao'
_publ_section_title
;
 Structural diversity of 5-methylnicotinate coordination assemblies
 regulated by metal-ligating tendency and metal-dependent anion effect
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              6433
_journal_paper_doi               10.1039/c4ce00187g
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C14 H18 Co N2 O7'
_chemical_formula_weight         385.23
_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                 115.6680(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.420(2)
_cell_length_b                   8.6861(7)
_cell_length_c                   16.7178(13)
_cell_measurement_reflns_used    4810
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.41
_cell_measurement_theta_min      2.50
_cell_volume                     3457.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0171
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8569
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  0.8206
_exptl_absorpt_correction_T_min  0.7615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0247
_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)+(0.0363P)²+2.5485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0687
_reflns_number_gt                2705
_reflns_number_total             3049
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00187g2.cif
_cod_data_source_block           967576
_cod_depositor_comments
;
The following automatic conversions were performed:

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

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7216791
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
Co1 Co 1.0000 0.0000 0.5000 0.02423(10) Uani 1 2 d S
Co2 Co 0.7500 0.2500 0.0000 0.02180(10) Uani 1 2 d S
O1 O 1.17099(5) 0.30542(15) 0.48079(9) 0.0318(3) Uani 1 1 d .
O2 O 1.15421(6) 0.54784(17) 0.43470(12) 0.0506(4) Uani 1 1 d .
O3 O 0.91849(5) 0.00720(15) 0.40387(8) 0.0319(3) Uani 1 1 d .
O4 O 0.92430(6) -0.03064(17) 0.27585(9) 0.0409(3) Uani 1 1 d .
O5 O 1.02528(5) -0.10932(16) 0.40988(9) 0.0368(3) Uani 1 1 d .
H5A H 1.0579 -0.1075 0.4116 0.055 Uiso 1 1 d R
H5B H 0.9995 -0.0919 0.3583 0.055 Uiso 1 1 d R
O6 O 0.73228(6) 0.48593(14) 0.01596(9) 0.0343(3) Uani 1 1 d .
H6A H 0.7030 0.5368 -0.0162 0.052 Uiso 1 1 d R
H6B H 0.7646 0.5268 0.0344 0.052 Uiso 1 1 d R
O7 O 0.87006(6) 0.85940(15) 0.09824(9) 0.0387(3) Uani 1 1 d .
H7A H 0.8659 0.7622 0.0961 0.058 Uiso 1 1 d R
H7B H 0.8840 0.8771 0.1537 0.058 Uiso 1 1 d R
N1 N 1.01463(6) 0.22211(18) 0.45485(10) 0.0296(3) Uani 1 1 d .
N2 N 0.77912(6) 0.21974(18) 0.13999(10) 0.0293(3) Uani 1 1 d .
C1 C 1.13936(7) 0.4200(2) 0.45064(12) 0.0289(4) Uani 1 1 d .
C2 C 1.07926(7) 0.3927(2) 0.43413(12) 0.0282(4) Uani 1 1 d .
C3 C 1.03616(8) 0.4964(2) 0.39053(13) 0.0330(4) Uani 1 1 d .
H3 H 1.0436 0.5888 0.3696 0.040 Uiso 1 1 calc R
C4 C 0.98180(8) 0.4623(2) 0.37807(13) 0.0330(4) Uani 1 1 d .
C5 C 0.97399(7) 0.3258(2) 0.41331(12) 0.0306(4) Uani 1 1 d .
H5 H 0.9382 0.3041 0.4079 0.037 Uiso 1 1 calc R
C6 C 1.06616(8) 0.2563(2) 0.46408(12) 0.0294(4) Uani 1 1 d .
H6 H 1.0947 0.1851 0.4920 0.035 Uiso 1 1 calc R
C7 C 0.93284(9) 0.5683(3) 0.32901(17) 0.0495(6) Uani 1 1 d .
H7A' H 0.9192 0.5523 0.2663 0.074 Uiso 1 1 calc R
H7B' H 0.9448 0.6733 0.3431 0.074 Uiso 1 1 calc R
H7C' H 0.9034 0.5469 0.3464 0.074 Uiso 1 1 calc R
C8 C 0.90077(7) 0.0203(2) 0.32101(12) 0.0277(4) Uani 1 1 d .
C9 C 0.84622(7) 0.1065(2) 0.27419(11) 0.0271(4) Uani 1 1 d .
C10 C 0.82841(7) 0.1514(2) 0.18666(11) 0.0276(4) Uani 1 1 d .
H10 H 0.8519 0.1330 0.1592 0.033 Uiso 1 1 calc R
C11 C 0.74633(8) 0.2480(2) 0.18087(13) 0.0363(5) Uani 1 1 d .
H11 H 0.7118 0.2951 0.1484 0.044 Uiso 1 1 calc R
C12 C 0.76073(9) 0.2112(3) 0.26863(14) 0.0406(5) Uani 1 1 d .
C13 C 0.81208(8) 0.1392(2) 0.31559(12) 0.0355(4) Uani 1 1 d .
H13 H 0.8235 0.1130 0.3748 0.043 Uiso 1 1 calc R
C14 C 0.72131(13) 0.2471(4) 0.31002(18) 0.0735(9) Uani 1 1 d .
H14A H 0.6860 0.2821 0.2649 0.110 Uiso 1 1 calc R
H14B H 0.7374 0.3260 0.3540 0.110 Uiso 1 1 calc R
H14C H 0.7154 0.1559 0.3374 0.110 Uiso 1 1 calc R
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'
Co Co 0.3494 0.9721 '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 Co1 O3 180.00(5) 5_756 .
O3 Co1 O5 90.22(5) 5_756 5_756
O3 Co1 O5 89.78(5) . 5_756
O3 Co1 O5 89.78(5) 5_756 .
O3 Co1 O5 90.22(5) . .
O5 Co1 O5 180.000(1) 5_756 .
O3 Co1 N1 89.15(5) 5_756 5_756
O3 Co1 N1 90.85(5) . 5_756
O5 Co1 N1 89.58(6) 5_756 5_756
O5 Co1 N1 90.42(6) . 5_756
O3 Co1 N1 90.85(5) 5_756 .
O3 Co1 N1 89.15(5) . .
O5 Co1 N1 90.42(6) 5_756 .
O5 Co1 N1 89.58(6) . .
N1 Co1 N1 180.000(1) 5_756 .
O1 Co2 O1 180.00(7) 8_455 2_755
O1 Co2 N2 90.11(6) 8_455 .
O1 Co2 N2 89.89(6) 2_755 .
O1 Co2 N2 89.89(6) 8_455 7_655
O1 Co2 N2 90.11(6) 2_755 7_655
N2 Co2 N2 180.00(12) . 7_655
O1 Co2 O6 88.93(5) 8_455 .
O1 Co2 O6 91.07(5) 2_755 .
N2 Co2 O6 88.61(5) . .
N2 Co2 O6 91.39(5) 7_655 .
O1 Co2 O6 91.07(5) 8_455 7_655
O1 Co2 O6 88.93(5) 2_755 7_655
N2 Co2 O6 91.39(5) . 7_655
N2 Co2 O6 88.61(5) 7_655 7_655
O6 Co2 O6 180.00(8) . 7_655
C1 O1 Co2 135.40(12) . 2_755
C8 O3 Co1 128.80(12) . .
Co1 O5 H5A 126.5 . .
Co1 O5 H5B 106.3 . .
H5A O5 H5B 112.7 . .
Co2 O6 H6A 127.3 . .
Co2 O6 H6B 101.8 . .
H6A O6 H6B 120.6 . .
H7A O7 H7B 102.3 . .
C6 N1 C5 117.24(16) . .
C6 N1 Co1 118.99(12) . .
C5 N1 Co1 123.67(12) . .
C10 N2 C11 117.85(16) . .
C10 N2 Co2 119.48(12) . .
C11 N2 Co2 122.04(12) . .
O2 C1 O1 125.18(17) . .
O2 C1 C2 120.38(17) . .
O1 C1 C2 114.45(16) . .
C3 C2 C6 117.92(16) . .
C3 C2 C1 123.68(16) . .
C6 C2 C1 118.40(16) . .
C2 C3 C4 120.04(17) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C5 C4 C3 117.07(17) . .
C5 C4 C7 120.37(18) . .
C3 C4 C7 122.56(18) . .
N1 C5 C4 124.34(17) . .
N1 C5 H5 117.8 . .
C4 C5 H5 117.8 . .
N1 C6 C2 123.33(17) . .
N1 C6 H6 118.3 . .
C2 C6 H6 118.3 . .
C4 C7 H7A' 109.5 . .
C4 C7 H7B' 109.5 . .
H7A' C7 H7B' 109.5 . .
C4 C7 H7C' 109.5 . .
H7A' C7 H7C' 109.5 . .
H7B' C7 H7C' 109.5 . .
O4 C8 O3 125.95(17) . .
O4 C8 C9 118.46(16) . .
O3 C8 C9 115.60(16) . .
C13 C9 C10 118.29(16) . .
C13 C9 C8 121.73(16) . .
C10 C9 C8 119.95(16) . .
N2 C10 C9 122.85(16) . .
N2 C10 H10 118.6 . .
C9 C10 H10 118.6 . .
N2 C11 C12 123.88(18) . .
N2 C11 H11 118.1 . .
C12 C11 H11 118.1 . .
C11 C12 C13 117.16(18) . .
C11 C12 C14 120.66(19) . .
C13 C12 C14 122.18(19) . .
C9 C13 C12 119.93(17) . .
C9 C13 H13 120.0 . .
C12 C13 H13 120.0 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O3 2.0556(12) 5_756
Co1 O3 2.0556(12) .
Co1 O5 2.1188(13) 5_756
Co1 O5 2.1188(13) .
Co1 N1 2.1666(15) 5_756
Co1 N1 2.1666(15) .
Co2 O1 2.0276(12) 8_455
Co2 O1 2.0276(12) 2_755
Co2 N2 2.1397(15) .
Co2 N2 2.1397(15) 7_655
Co2 O6 2.1444(12) .
Co2 O6 2.1444(12) 7_655
O1 C1 1.256(2) .
O1 Co2 2.0276(12) 2_755
O2 C1 1.244(2) .
O3 C8 1.261(2) .
O4 C8 1.249(2) .
O5 H5A 0.8499 .
O5 H5B 0.8499 .
O6 H6A 0.8499 .
O6 H6B 0.8500 .
O7 H7A 0.8500 .
O7 H7B 0.8499 .
N1 C6 1.335(2) .
N1 C5 1.342(2) .
N2 C10 1.333(2) .
N2 C11 1.338(2) .
C1 C2 1.508(2) .
C2 C3 1.385(3) .
C2 C6 1.387(2) .
C3 C4 1.391(3) .
C3 H3 0.9300 .
C4 C5 1.379(3) .
C4 C7 1.508(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 H7A' 0.9600 .
C7 H7B' 0.9600 .
C7 H7C' 0.9600 .
C8 C9 1.507(2) .
C9 C13 1.384(3) .
C9 C10 1.385(2) .
C10 H10 0.9300 .
C11 C12 1.384(3) .
C11 H11 0.9300 .
C12 C13 1.387(3) .
C12 C14 1.512(3) .
C13 H13 0.9300 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
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
O5 Co1 O3 C8 148.12(15) 5_756
O5 Co1 O3 C8 -31.88(15) .
N1 Co1 O3 C8 -122.31(15) 5_756
N1 Co1 O3 C8 57.69(15) .
O3 Co1 N1 C6 29.52(14) 5_756
O3 Co1 N1 C6 -150.48(14) .
O5 Co1 N1 C6 119.75(14) 5_756
O5 Co1 N1 C6 -60.25(14) .
O3 Co1 N1 C5 -154.21(15) 5_756
O3 Co1 N1 C5 25.79(15) .
O5 Co1 N1 C5 -63.98(15) 5_756
O5 Co1 N1 C5 116.02(15) .
O1 Co2 N2 C10 139.68(14) 8_455
O1 Co2 N2 C10 -40.32(14) 2_755
O6 Co2 N2 C10 -131.40(14) .
O6 Co2 N2 C10 48.60(14) 7_655
O1 Co2 N2 C11 -31.02(16) 8_455
O1 Co2 N2 C11 148.98(16) 2_755
O6 Co2 N2 C11 57.90(16) .
O6 Co2 N2 C11 -122.10(16) 7_655
Co2 O1 C1 O2 -11.2(3) 2_755
Co2 O1 C1 C2 168.88(12) 2_755
O2 C1 C2 C3 8.8(3) .
O1 C1 C2 C3 -171.27(18) .
O2 C1 C2 C6 -171.22(19) .
O1 C1 C2 C6 8.7(2) .
C6 C2 C3 C4 0.1(3) .
C1 C2 C3 C4 -179.97(18) .
C2 C3 C4 C5 2.1(3) .
C2 C3 C4 C7 -178.3(2) .
C6 N1 C5 C4 1.6(3) .
Co1 N1 C5 C4 -174.70(15) .
C3 C4 C5 N1 -3.1(3) .
C7 C4 C5 N1 177.3(2) .
C5 N1 C6 C2 0.9(3) .
Co1 N1 C6 C2 177.36(14) .
C3 C2 C6 N1 -1.7(3) .
C1 C2 C6 N1 178.39(17) .
Co1 O3 C8 O4 32.3(3) .
Co1 O3 C8 C9 -147.45(12) .
O4 C8 C9 C13 166.78(18) .
O3 C8 C9 C13 -13.5(3) .
O4 C8 C9 C10 -11.4(3) .
O3 C8 C9 C10 168.31(16) .
C11 N2 C10 C9 1.2(3) .
Co2 N2 C10 C9 -169.86(14) .
C13 C9 C10 N2 -2.3(3) .
C8 C9 C10 N2 175.95(16) .
C10 N2 C11 C12 0.4(3) .
Co2 N2 C11 C12 171.23(17) .
N2 C11 C12 C13 -0.8(3) .
N2 C11 C12 C14 179.9(2) .
C10 C9 C13 C12 1.8(3) .
C8 C9 C13 C12 -176.41(18) .
C11 C12 C13 C9 -0.4(3) .
C14 C12 C13 C9 178.9(2) .
