#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/13/4501389.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_4501389
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            'C7 H8 N2 O'
_chemical_formula_weight         136.15
_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                 91.804(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.070(9)
_cell_length_b                   7.742(4)
_cell_length_c                   12.065(7)
_cell_measurement_reflns_used    1442
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.42
_cell_measurement_theta_min      2.70
_cell_volume                     1406.9(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8805
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         2.70
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1442
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0644P)²+0.8850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1414
_reflns_number_gt                1011
_reflns_number_total             1442
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2012028_si_002.cif
_cod_data_source_block           4a
_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.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' 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_cell_volume        1407.0(14)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501389
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
N2 N 0.21496(10) 0.0537(2) 0.04657(13) 0.0400(4) Uani 1 1 d .
H2 H 0.2377 0.0564 0.1128 0.048 Uiso 1 1 calc R
O1 O 0.09222(10) 0.1244(3) -0.05645(13) 0.0651(6) Uani 1 1 d .
C1 C 0.26963(12) -0.0093(2) -0.03637(15) 0.0356(5) Uani 1 1 d .
C2 C 0.24861(14) 0.0019(3) -0.14881(16) 0.0473(6) Uani 1 1 d .
H2A H 0.1961 0.0572 -0.1708 0.057 Uiso 1 1 calc R
C3 C 0.37508(15) -0.1387(3) -0.19523(18) 0.0528(6) Uani 1 1 d .
H3 H 0.4110 -0.1843 -0.2493 0.063 Uiso 1 1 calc R
C4 C 0.40234(14) -0.1533(3) -0.08606(19) 0.0535(6) Uani 1 1 d .
H4 H 0.4560 -0.2063 -0.0667 0.064 Uiso 1 1 calc R
C5 C 0.34895(14) -0.0881(3) -0.00601(17) 0.0485(6) Uani 1 1 d .
H5 H 0.3661 -0.0970 0.0685 0.058 Uiso 1 1 calc R
C6 C 0.13013(13) 0.1109(3) 0.03380(17) 0.0429(5) Uani 1 1 d .
C7 C 0.08509(15) 0.1557(3) 0.13900(18) 0.0571(6) Uani 1 1 d .
H7A H 0.0535 0.2625 0.1294 0.086 Uiso 1 1 calc R
H7B H 0.1288 0.1676 0.1981 0.086 Uiso 1 1 calc R
H7C H 0.0442 0.0656 0.1569 0.086 Uiso 1 1 calc R
N1 N 0.29966(12) -0.0623(3) -0.22706(14) 0.0538(5) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N2 0.0363(9) 0.0545(11) 0.0293(8) -0.0003(7) -0.0001(7) 0.0033(8)
O1 0.0415(9) 0.1053(15) 0.0481(10) 0.0027(9) -0.0050(7) 0.0184(8)
C1 0.0338(10) 0.0389(11) 0.0339(10) -0.0003(8) -0.0007(8) -0.0015(8)
C2 0.0432(11) 0.0636(14) 0.0350(11) -0.0009(10) -0.0034(9) 0.0110(10)
C3 0.0455(12) 0.0652(15) 0.0480(13) -0.0131(11) 0.0059(10) 0.0060(11)
C4 0.0405(11) 0.0645(15) 0.0552(14) -0.0035(11) -0.0027(10) 0.0138(11)
C5 0.0446(12) 0.0616(15) 0.0389(11) 0.0032(10) -0.0040(9) 0.0072(10)
C6 0.0381(11) 0.0480(13) 0.0427(12) 0.0012(9) 0.0030(9) 0.0013(9)
C7 0.0458(12) 0.0734(17) 0.0528(14) -0.0028(12) 0.0117(10) 0.0059(11)
N1 0.0504(11) 0.0745(14) 0.0363(10) -0.0075(9) 0.0003(8) 0.0091(10)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 N2 C1 127.19(16)
C5 C1 C2 117.16(18)
C5 C1 N2 119.14(17)
C2 C1 N2 123.69(17)
N1 C2 C1 123.41(19)
N1 C3 C4 122.8(2)
C3 C4 C5 118.7(2)
C4 C5 C1 119.83(19)
O1 C6 N2 122.90(19)
O1 C6 C7 121.66(19)
N2 C6 C7 115.44(18)
C3 N1 C2 118.00(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N2 C6 1.357(3)
N2 C1 1.404(2)
O1 C6 1.218(2)
C1 C5 1.381(3)
C1 C2 1.386(3)
C2 N1 1.333(3)
C3 N1 1.327(3)
C3 C4 1.372(3)
C4 C5 1.373(3)
C6 C7 1.499(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 72235
