#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/64/7106461.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_7106461
loop_
_publ_author_name
"'Wei Qiang Ong"
'Huaiqing Zhao'
'Zhiyun Du'
'Jared Ze Yang Yeh'
'Changliang Ren'
'Leon Zhen Wei Tan'
'Kun Zhang'
'Huaqiang Zeng'
_publ_section_title
;
 Computational prediction and experimental verification of pyridine-based
 helical oligoamides containing four repeating units per helical turn
;
_journal_name_full               Chem.Commun.
_journal_page_first              6416
_journal_paper_doi               10.1039/c1cc11532d
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C20 H16 N4 O4'
_chemical_formula_weight         376.37
_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                 90.6040(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   34.441(2)
_cell_length_b                   5.2810(3)
_cell_length_c                   19.1556(12)
_cell_measurement_reflns_used    2434
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.42
_cell_volume                     3483.9(4)
_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      223(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11784
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_correction_T_min  0.9314
_exptl_absorpt_correction_type   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ROD
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0469
_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)+(0.0446P)²+1.8224P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1154
_reflns_number_gt                3139
_reflns_number_total             3989
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc11532d.txt
_cod_data_source_block           8185
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measused' 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               7106461
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.72714(3) -0.3561(2) 0.40232(6) 0.0449(3) Uani 1 1 d . . .
O2 O 0.55991(3) 0.3624(3) 0.51785(6) 0.0490(3) Uani 1 1 d . . .
O3 O 0.60244(4) 1.0753(3) 0.22126(7) 0.0573(4) Uani 1 1 d . . .
O4 O 0.55514(3) 1.3554(2) 0.24011(6) 0.0439(3) Uani 1 1 d . . .
N1 N 0.71285(4) 0.0598(3) 0.41813(7) 0.0352(3) Uani 1 1 d . . .
H1N H 0.7162(5) 0.207(4) 0.4028(9) 0.042(5) Uiso 1 1 d . . .
N2 N 0.59318(4) 0.5154(3) 0.42429(7) 0.0351(3) Uani 1 1 d . . .
H2N H 0.6144(5) 0.499(4) 0.4020(9) 0.047(5) Uiso 1 1 d . . .
N3 N 0.65184(4) 0.1938(2) 0.45065(7) 0.0326(3) Uani 1 1 d . . .
N4 N 0.58200(4) 0.8304(2) 0.34461(7) 0.0328(3) Uani 1 1 d . . .
C1 C 0.77891(5) -0.2151(3) 0.29340(8) 0.0370(4) Uani 1 1 d . . .
H1 H 0.7652 -0.3665 0.2855 0.044 Uiso 1 1 calc R . .
C2 C 0.80976(5) -0.1530(4) 0.25130(9) 0.0420(4) Uani 1 1 d . . .
H2 H 0.8168 -0.2615 0.2147 0.050 Uiso 1 1 calc R . .
C3 C 0.83034(5) 0.0683(3) 0.26278(9) 0.0420(4) Uani 1 1 d . . .
H3 H 0.8511 0.1119 0.2336 0.050 Uiso 1 1 calc R . .
C4 C 0.82017(5) 0.2251(3) 0.31748(9) 0.0408(4) Uani 1 1 d . . .
H4 H 0.8346 0.3730 0.3263 0.049 Uiso 1 1 calc R . .
C5 C 0.78890(4) 0.1661(3) 0.35952(9) 0.0360(4) Uani 1 1 d . . .
H5 H 0.7819 0.2752 0.3960 0.043 Uiso 1 1 calc R . .
C6 C 0.76800(4) -0.0551(3) 0.34743(8) 0.0315(3) Uani 1 1 d . . .
C7 C 0.73464(4) -0.1333(3) 0.39127(8) 0.0332(3) Uani 1 1 d . . .
C8 C 0.68011(4) 0.0258(3) 0.46050(8) 0.0326(3) Uani 1 1 d . . .
C9 C 0.67862(5) -0.1655(3) 0.51089(8) 0.0375(4) Uani 1 1 d . . .
H9 H 0.6989 -0.2840 0.5154 0.045 Uiso 1 1 calc R . .
C10 C 0.64699(5) -0.1760(3) 0.55338(9) 0.0415(4) Uani 1 1 d . . .
H10 H 0.6454 -0.3004 0.5883 0.050 Uiso 1 1 calc R . .
C11 C 0.61728(5) -0.0021(3) 0.54459(8) 0.0391(4) Uani 1 1 d . . .
H11 H 0.5953 -0.0055 0.5733 0.047 Uiso 1 1 calc R . .
C12 C 0.62085(4) 0.1766(3) 0.49249(8) 0.0331(3) Uani 1 1 d . . .
C13 C 0.58816(4) 0.3604(3) 0.48010(8) 0.0349(4) Uani 1 1 d . . .
C14 C 0.56830(4) 0.7056(3) 0.39939(8) 0.0326(3) Uani 1 1 d . . .
C15 C 0.53216(5) 0.7560(3) 0.42931(9) 0.0407(4) Uani 1 1 d . . .
H15 H 0.5231 0.6604 0.4672 0.049 Uiso 1 1 calc R . .
C16 C 0.51049(5) 0.9495(4) 0.40147(9) 0.0442(4) Uani 1 1 d . . .
H16 H 0.4862 0.9896 0.4206 0.053 Uiso 1 1 calc R . .
C17 C 0.52427(5) 1.0859(3) 0.34530(9) 0.0399(4) Uani 1 1 d . . .
H17 H 0.5099 1.2205 0.3260 0.048 Uiso 1 1 calc R . .
C18 C 0.56000(4) 1.0176(3) 0.31840(8) 0.0332(3) Uani 1 1 d . . .
C19 C 0.57581(4) 1.1482(3) 0.25521(9) 0.0360(4) Uani 1 1 d . . .
C20 C 0.56585(5) 1.4919(4) 0.17789(10) 0.0503(5) Uani 1 1 d . . .
H20A H 0.5921 1.5554 0.1831 0.075 Uiso 1 1 calc R . .
H20B H 0.5482 1.6328 0.1708 0.075 Uiso 1 1 calc R . .
H20C H 0.5644 1.3792 0.1380 0.075 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'
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
_geom_angle_publ_flag
C19 O4 C20 116.57(13) . . ?
C7 N1 C8 124.56(14) . . ?
C13 N2 C14 128.11(13) . . ?
C8 N3 C12 117.07(13) . . ?
C14 N4 C18 117.21(13) . . ?
C2 C1 C6 120.39(16) . . ?
C1 C2 C3 120.28(16) . . ?
C4 C3 C2 119.52(16) . . ?
C3 C4 C5 120.64(16) . . ?
C4 C5 C6 119.73(15) . . ?
C5 C6 C1 119.40(15) . . ?
C5 C6 C7 122.72(14) . . ?
C1 C6 C7 117.86(14) . . ?
O1 C7 N1 122.24(15) . . ?
O1 C7 C6 122.01(14) . . ?
N1 C7 C6 115.76(14) . . ?
N3 C8 C9 123.24(15) . . ?
N3 C8 N1 115.03(13) . . ?
C9 C8 N1 121.68(14) . . ?
C10 C9 C8 118.35(15) . . ?
C9 C10 C11 119.56(15) . . ?
C12 C11 C10 118.05(15) . . ?
N3 C12 C11 123.70(15) . . ?
N3 C12 C13 117.39(13) . . ?
C11 C12 C13 118.90(14) . . ?
O2 C13 N2 124.82(15) . . ?
O2 C13 C12 120.88(15) . . ?
N2 C13 C12 114.30(13) . . ?
N4 C14 N2 113.77(13) . . ?
N4 C14 C15 123.55(15) . . ?
N2 C14 C15 122.67(15) . . ?
C16 C15 C14 117.71(16) . . ?
C15 C16 C17 120.08(15) . . ?
C16 C17 C18 117.82(16) . . ?
N4 C18 C17 123.59(15) . . ?
N4 C18 C19 115.64(13) . . ?
C17 C18 C19 120.74(15) . . ?
O3 C19 O4 123.86(16) . . ?
O3 C19 C18 125.38(15) . . ?
O4 C19 C18 110.73(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.2237(19) . ?
O2 C13 1.2184(18) . ?
O3 C19 1.1936(19) . ?
O4 C19 1.3359(19) . ?
O4 C20 1.444(2) . ?
N1 C7 1.369(2) . ?
N1 C8 1.408(2) . ?
N2 C13 1.359(2) . ?
N2 C14 1.401(2) . ?
N3 C8 1.3290(19) . ?
N3 C12 1.3444(19) . ?
N4 C14 1.330(2) . ?
N4 C18 1.340(2) . ?
C1 C2 1.380(2) . ?
C1 C6 1.391(2) . ?
C2 C3 1.383(2) . ?
C3 C4 1.383(2) . ?
C4 C5 1.387(2) . ?
C5 C6 1.390(2) . ?
C6 C7 1.489(2) . ?
C8 C9 1.399(2) . ?
C9 C10 1.368(2) . ?
C10 C11 1.384(2) . ?
C11 C12 1.380(2) . ?
C12 C13 1.504(2) . ?
C14 C15 1.401(2) . ?
C15 C16 1.370(2) . ?
C16 C17 1.383(2) . ?
C17 C18 1.387(2) . ?
C18 C19 1.500(2) . ?
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
N1 H1N O1 0.841(19) 2.336(19) 3.1388(18) 159.7(16) 1_565
N2 H2N N3 0.854(18) 2.259(18) 2.6831(18) 110.8(15) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653292
