#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:50:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179599 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/63/4506330.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_4506330
loop_
_publ_author_name
'Gu, Jinzhong'
'Gao, Zhuqing'
'Tang, Yu'
_publ_section_title
;
 pH and Auxiliary Ligand Influence on the Structural Variations of
 5(2′-Carboxylphenyl) Nicotate Coordination Polymers
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3312
_journal_paper_doi               10.1021/cg300442b
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C25 H17 Mn N3 O5'
_chemical_formula_weight         494.36
_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                76.491(4)
_cell_angle_beta                 89.120(4)
_cell_angle_gamma                67.549(4)
_cell_formula_units_Z            2
_cell_length_a                   9.397(4)
_cell_length_b                   10.234(4)
_cell_length_c                   12.236(5)
_cell_measurement_temperature    296(2)
_cell_volume                     1053.9(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0676
_diffrn_reflns_av_sigmaI/netI    0.1358
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7355
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  0.8663
_exptl_absorpt_correction_T_min  0.8342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             506
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         3859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.0665
_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)+(0.0067P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1477
_reflns_number_gt                2332
_reflns_number_total             3859
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300442b_si_002.cif
_cod_data_source_block           p-1_(Compound_7)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1053.8(8)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               4506330
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 0.72539(8) 0.57603(8) 0.76896(6) 0.0318(2) Uani 1 1 d .
O5 O 0.7187(4) 0.7397(4) 0.6107(3) 0.0425(9) Uani 1 1 d .
H1W H 0.7958 0.7588 0.6119 0.064 Uiso 1 1 d R
H2W H 0.6403 0.8095 0.6242 0.055(18) Uiso 1 1 d R
N3 N 0.7581(4) 0.4144(4) 0.9422(3) 0.0329(10) Uani 1 1 d .
C8 C 0.8487(6) 0.1876(5) 0.6204(4) 0.0367(13) Uani 1 1 d .
N1 N 0.5530(4) 0.5079(4) 0.6914(3) 0.0305(9) Uani 1 1 d .
C9 C 0.7791(5) 0.3153(5) 0.6581(4) 0.0316(12) Uani 1 1 d .
C10 C 1.0097(6) 0.1294(6) 0.6201(4) 0.0478(15) Uani 1 1 d .
H10 H 1.0595 0.0457 0.5946 0.057 Uiso 1 1 calc R
C2 C 0.3023(6) 0.5283(6) 0.6325(4) 0.0425(14) Uani 1 1 d .
H2 H 0.1961 0.5816 0.6246 0.051 Uiso 1 1 calc R
C5 C 0.6147(5) 0.3847(5) 0.6532(4) 0.0307(11) Uani 1 1 d .
C12 C 1.0164(6) 0.3189(6) 0.6986(4) 0.0437(14) Uani 1 1 d .
H12 H 1.0751 0.3607 0.7270 0.052 Uiso 1 1 calc R
N2 N 0.8647(4) 0.3777(4) 0.6987(3) 0.0348(10) Uani 1 1 d .
C4 C 0.5234(6) 0.3269(5) 0.6063(4) 0.0352(12) Uani 1 1 d .
C3 C 0.3627(6) 0.4044(6) 0.5971(4) 0.0429(14) Uani 1 1 d .
H3 H 0.2978 0.3703 0.5665 0.051 Uiso 1 1 calc R
C1 C 0.4017(6) 0.5758(5) 0.6817(4) 0.0383(13) Uani 1 1 d .
H1 H 0.3586 0.6592 0.7087 0.046 Uiso 1 1 calc R
C11 C 1.0920(6) 0.1955(6) 0.6570(5) 0.0513(15) Uani 1 1 d .
H11 H 1.1988 0.1593 0.6549 0.062 Uiso 1 1 calc R
C17 C 0.7563(5) 0.1899(5) 1.0576(4) 0.0315(11) Uani 1 1 d .
C7 C 0.7506(7) 0.1277(6) 0.5803(4) 0.0462(14) Uani 1 1 d .
H7 H 0.7953 0.0401 0.5590 0.055 Uiso 1 1 calc R
C6 C 0.5957(7) 0.1945(5) 0.5726(4) 0.0452(14) Uani 1 1 d .
H6 H 0.5353 0.1535 0.5450 0.054 Uiso 1 1 calc R
C13 C 0.8461(5) 0.4184(5) 1.0264(4) 0.0317(12) Uani 1 1 d .
H13 H 0.8767 0.4964 1.0161 0.038 Uiso 1 1 calc R
C18 C 0.7165(5) 0.3004(5) 0.9594(4) 0.0355(12) Uani 1 1 d .
H18 H 0.6572 0.2949 0.9017 0.043 Uiso 1 1 calc R
C14 C 0.8933(5) 0.3128(5) 1.1270(4) 0.0273(11) Uani 1 1 d .
C15 C 1.0044(5) 0.3166(5) 1.2130(4) 0.0325(12) Uani 1 1 d .
C16 C 0.8454(5) 0.1989(5) 1.1419(4) 0.0315(12) Uani 1 1 d .
H16 H 0.8734 0.1273 1.2094 0.038 Uiso 1 1 calc R
C19 C 0.7143(5) 0.0611(5) 1.0665(4) 0.0327(12) Uani 1 1 d .
C20 C 0.7863(5) -0.0322(5) 1.0035(4) 0.0348(12) Uani 1 1 d .
H20 H 0.8587 -0.0145 0.9561 0.042 Uiso 1 1 calc R
C21 C 0.7537(6) -0.1564(6) 1.0082(5) 0.0510(15) Uani 1 1 d .
H21 H 0.7988 -0.2167 0.9603 0.061 Uiso 1 1 calc R
C22 C 0.6552(6) -0.1887(6) 1.0838(5) 0.0466(14) Uani 1 1 d .
H22 H 0.6356 -0.2724 1.0894 0.056 Uiso 1 1 calc R
C23 C 0.5858(6) -0.0950(5) 1.1511(4) 0.0395(13) Uani 1 1 d .
H23 H 0.5190 -0.1163 1.2025 0.047 Uiso 1 1 calc R
C24 C 0.6133(5) 0.0301(5) 1.1440(4) 0.0307(11) Uani 1 1 d .
C25 C 0.5266(5) 0.1293(6) 1.2187(4) 0.0338(12) Uani 1 1 d .
O1 O 1.0669(4) 0.4074(4) 1.1803(3) 0.0404(9) Uani 1 1 d .
O2 O 1.0282(4) 0.2309(4) 1.3067(3) 0.0430(9) Uani 1 1 d .
O3 O 0.4537(4) 0.2611(4) 1.1716(3) 0.0416(9) Uani 1 1 d .
O4 O 0.5335(4) 0.0720(4) 1.3202(3) 0.0555(11) 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'
Mn Mn 0.3368 0.7283 '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 O1 104.52(13) 2_667 2_767
O3 Mn1 O5 90.58(13) 2_667 .
O1 Mn1 O5 86.26(12) 2_767 .
O3 Mn1 N1 92.25(13) 2_667 .
O1 Mn1 N1 163.21(13) 2_767 .
O5 Mn1 N1 92.85(13) . .
O3 Mn1 N3 89.76(13) 2_667 .
O1 Mn1 N3 86.12(13) 2_767 .
O5 Mn1 N3 172.21(13) . .
N1 Mn1 N3 94.91(14) . .
O3 Mn1 N2 163.91(14) 2_667 .
O1 Mn1 N2 91.10(14) 2_767 .
O5 Mn1 N2 94.32(14) . .
N1 Mn1 N2 72.23(13) . .
N3 Mn1 N2 87.46(14) . .
C18 N3 C13 116.7(4) . .
C18 N3 Mn1 123.3(3) . .
C13 N3 Mn1 119.0(3) . .
C10 C8 C9 117.9(5) . .
C10 C8 C7 123.8(5) . .
C9 C8 C7 118.2(5) . .
C1 N1 C5 117.9(4) . .
C1 N1 Mn1 126.0(3) . .
C5 N1 Mn1 116.1(3) . .
N2 C9 C8 121.6(4) . .
N2 C9 C5 118.1(4) . .
C8 C9 C5 120.3(5) . .
C11 C10 C8 119.5(5) . .
C3 C2 C1 119.2(5) . .
N1 C5 C4 122.7(4) . .
N1 C5 C9 118.0(4) . .
C4 C5 C9 119.3(4) . .
N2 C12 C11 122.2(5) . .
C12 N2 C9 118.8(4) . .
C12 N2 Mn1 125.9(3) . .
C9 N2 Mn1 115.2(3) . .
C3 C4 C5 117.0(5) . .
C3 C4 C6 123.5(5) . .
C5 C4 C6 119.5(5) . .
C2 C3 C4 120.1(5) . .
N1 C1 C2 123.1(5) . .
C10 C11 C12 119.8(5) . .
C16 C17 C18 117.2(4) . .
C16 C17 C19 122.1(4) . .
C18 C17 C19 120.5(4) . .
C6 C7 C8 121.8(5) . .
C7 C6 C4 120.6(5) . .
N3 C13 C14 123.6(4) . .
N3 C18 C17 124.1(5) . .
C16 C14 C13 117.7(4) . .
C16 C14 C15 121.4(4) . .
C13 C14 C15 120.7(4) . .
O2 C15 O1 126.1(5) . .
O2 C15 C14 118.0(4) . .
O1 C15 C14 115.9(4) . .
C14 C16 C17 120.6(5) . .
C20 C19 C24 120.0(4) . .
C20 C19 C17 117.7(4) . .
C24 C19 C17 122.2(4) . .
C19 C20 C21 120.8(5) . .
C22 C21 C20 119.9(5) . .
C21 C22 C23 118.9(5) . .
C22 C23 C24 121.4(5) . .
C23 C24 C19 118.9(4) . .
C23 C24 C25 117.4(4) . .
C19 C24 C25 123.7(4) . .
O4 C25 O3 126.0(5) . .
O4 C25 C24 116.9(4) . .
O3 C25 C24 117.1(4) . .
C15 O1 Mn1 134.6(3) . 2_767
C25 O3 Mn1 129.5(3) . 2_667
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O3 2.127(3) 2_667
Mn1 O1 2.137(3) 2_767
Mn1 O5 2.229(3) .
Mn1 N1 2.287(4) .
Mn1 N3 2.306(4) .
Mn1 N2 2.308(4) .
N3 C18 1.338(5) .
N3 C13 1.348(5) .
C8 C10 1.399(7) .
C8 C9 1.402(6) .
C8 C7 1.432(7) .
N1 C1 1.315(6) .
N1 C5 1.361(5) .
C9 N2 1.362(6) .
C9 C5 1.428(6) .
C10 C11 1.346(7) .
C2 C3 1.348(7) .
C2 C1 1.405(6) .
C5 C4 1.406(6) .
C12 N2 1.319(6) .
C12 C11 1.400(7) .
C4 C3 1.404(7) .
C4 C6 1.420(6) .
C17 C16 1.380(6) .
C17 C18 1.385(6) .
C17 C19 1.494(6) .
C7 C6 1.345(7) .
C13 C14 1.382(6) .
C14 C16 1.376(6) .
C14 C15 1.511(6) .
C15 O2 1.234(5) .
C15 O1 1.266(5) .
C19 C20 1.341(6) .
C19 C24 1.400(6) .
C20 C21 1.405(7) .
C21 C22 1.373(7) .
C22 C23 1.378(6) .
C23 C24 1.384(6) .
C24 C25 1.520(6) .
C25 O4 1.235(5) .
C25 O3 1.251(5) .
O1 Mn1 2.137(3) 2_767
O3 Mn1 2.128(3) 2_667
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2W O4 0.85 1.85 2.694(5) 167.0 2_667
O5 H1W O2 0.82 1.99 2.745(4) 152.0 2_767
