#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:52:43 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179544 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/13/4501392.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_4501392
loop_
_publ_author_name
'Mukherjee, Gargi'
'Biradha, Kumar'
_publ_section_title
;
 Crystal Engineering Studies with Monocarboxamidoalkanes Having C- or
 N-Terminal Pyridine and Their Coordination Complexes
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5649
_journal_paper_doi               10.1021/cg2012028
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C14 H16 Cu N6 O8'
_chemical_formula_weight         459.87
_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                 94.572(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1256(11)
_cell_length_b                   12.2367(15)
_cell_length_c                   17.072(2)
_cell_measurement_reflns_used    1862
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.39
_cell_volume                     1900.3(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_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  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11672
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    1.206
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular block'
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         1862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0344
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1205
_reflns_number_gt                1558
_reflns_number_total             1862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2012028_si_002.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501392
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
Cu1 Cu 0.0000 0.00167(3) 0.2500 0.0348(2) Uani 1 2 d S
N100 N 0.1765(2) 0.14718(19) 0.19803(12) 0.0450(5) Uani 1 1 d .
O100 O 0.0438(2) 0.12242(15) 0.17512(10) 0.0467(5) Uani 1 1 d .
O101 O 0.2399(2) 0.09262(18) 0.25188(12) 0.0573(5) Uani 1 1 d .
O102 O 0.2340(2) 0.2239(2) 0.16595(12) 0.0740(7) Uani 1 1 d .
O11 O -0.1663(3) -0.43387(19) 0.50335(12) 0.0676(6) Uani 1 1 d .
N11 N 0.0026(2) -0.10259(16) 0.33712(12) 0.0353(5) Uani 1 1 d .
N12 N -0.0029(3) -0.29924(19) 0.53703(13) 0.0492(6) Uani 1 1 d .
H12 H 0.0555 -0.2767 0.5757 0.059 Uiso 1 1 calc R
C11 C 0.0838(3) -0.07914(19) 0.40494(13) 0.0393(6) Uani 1 1 d .
H11 H 0.1425 -0.0169 0.4072 0.047 Uiso 1 1 calc R
C12 C 0.0825(3) -0.1438(2) 0.47024(14) 0.0407(6) Uani 1 1 d .
H12A H 0.1410 -0.1255 0.5154 0.049 Uiso 1 1 calc R
C13 C -0.0050(3) -0.2362(2) 0.46971(15) 0.0386(6) Uani 1 1 d .
C14 C -0.0898(3) -0.2607(2) 0.39993(15) 0.0439(6) Uani 1 1 d .
H14 H -0.1506 -0.3218 0.3967 0.053 Uiso 1 1 calc R
C15 C -0.0818(3) -0.1927(2) 0.33621(15) 0.0422(6) Uani 1 1 d .
H15 H -0.1378 -0.2100 0.2900 0.051 Uiso 1 1 calc R
C16 C -0.0799(3) -0.3922(2) 0.55122(16) 0.0503(7) Uani 1 1 d .
C17 C -0.0474(4) -0.4369(3) 0.63314(18) 0.0709(10) Uani 1 1 d .
H17A H -0.0920 -0.3908 0.6701 0.106 Uiso 1 1 calc R
H17B H 0.0570 -0.4388 0.6456 0.106 Uiso 1 1 calc R
H17C H -0.0865 -0.5095 0.6358 0.106 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'
Cu Cu 0.3201 1.2651 '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
N11 Cu1 N11 98.69(12) 2 .
N11 Cu1 O100 165.65(8) 2 2
N11 Cu1 O100 89.25(8) . 2
N11 Cu1 O100 89.25(8) 2 .
N11 Cu1 O100 165.65(8) . .
O100 Cu1 O100 85.66(11) 2 .
O102 N100 O101 123.5(2) . .
O102 N100 O100 118.2(2) . .
O101 N100 O100 118.2(2) . .
N100 O100 Cu1 102.16(14) . .
C15 N11 C11 117.2(2) . .
C15 N11 Cu1 123.60(17) . .
C11 N11 Cu1 118.92(16) . .
C16 N12 C13 129.6(2) . .
N11 C11 C12 122.3(2) . .
C11 C12 C13 120.7(2) . .
N12 C13 C12 118.7(2) . .
N12 C13 C14 123.9(2) . .
C12 C13 C14 117.4(2) . .
C15 C14 C13 118.8(2) . .
N11 C15 C14 123.6(2) . .
O11 C16 N12 123.4(3) . .
O11 C16 C17 123.1(3) . .
N12 C16 C17 113.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N11 1.958(2) 2
Cu1 N11 1.958(2) .
Cu1 O100 2.0147(18) 2
Cu1 O100 2.0147(18) .
N100 O102 1.226(3) .
N100 O101 1.241(3) .
N100 O100 1.279(3) .
O11 C16 1.203(3) .
N11 C15 1.344(3) .
N11 C11 1.355(3) .
N12 C16 1.369(3) .
N12 C13 1.383(3) .
C11 C12 1.368(3) .
C12 C13 1.384(3) .
C13 C14 1.401(4) .
C14 C15 1.376(4) .
C16 C17 1.509(4) .
