#------------------------------------------------------------------------------
#$Date: 2016-04-05 18:27:45 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181607 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/43/7224325.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_7224325
loop_
_publ_author_name
'Suhonen, Aku'
'Kortelainen, Minna'
'Nauha, Elisa'
'Yliniemelä-Sipari, Sanna'
'Pihko, Petri M.'
'Nissinen, Maija'
_publ_section_title
;
 Conformational properties and folding analysis of a series of seven
 oligoamide foldamers
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              2005
_journal_paper_doi               10.1039/C5CE02458G
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C26 H20 N4 O3, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C26.5 H21 Cl N4 O3'
_chemical_formula_weight         478.92
_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
_audit_update_record
;
2015-11-12 deposited with the CCDC.
2016-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                83.1420(10)
_cell_angle_beta                 81.2330(10)
_cell_angle_gamma                69.2130(10)
_cell_formula_units_Z            2
_cell_length_a                   9.01330(10)
_cell_length_b                   11.96530(10)
_cell_length_c                   12.00000(10)
_cell_measurement_temperature    173(2)
_cell_volume                     1192.79(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'KappaCCD, Cu, APEX II'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5922
_diffrn_reflns_theta_full        66.98
_diffrn_reflns_theta_max         66.98
_diffrn_reflns_theta_min         3.74
_exptl_absorpt_coefficient_mu    1.717
_exptl_absorpt_correction_T_max  0.7252
_exptl_absorpt_correction_T_min  0.6834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Denzo (otwinowski, Borek, Majewski & Minor, 2003) 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0582
_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)+(0.0848P)²+0.4460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1586
_reflns_number_gt                3456
_reflns_number_total             4093
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce02458g2.cif
_cod_data_source_block           2-DCM-2-S1
_cod_depositor_comments
'Adding full bibliography for 7224320--7224336.cif.'
_cod_original_cell_volume        1192.793(19)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C26.50 H21 Cl N4 O3'
_cod_database_code               7224325
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.38501(17) 0.61254(13) 0.73148(12) 0.0428(4) Uani 1 1 d . . .
O2 O 0.2634(2) 0.81120(13) 0.35446(13) 0.0499(4) Uani 1 1 d . . .
O3 O 0.23920(19) 0.43522(15) -0.04243(13) 0.0524(4) Uani 1 1 d . . .
N1 N 0.3648(2) 0.70063(17) 0.55291(15) 0.0407(4) Uani 1 1 d . . .
H1N H 0.298(3) 0.743(3) 0.508(2) 0.061 Uiso 1 1 d . . .
N2 N 0.4576(2) 0.62964(16) 0.32691(15) 0.0390(4) Uani 1 1 d . . .
H2N H 0.487(3) 0.569(3) 0.292(2) 0.058 Uiso 1 1 d . . .
N3 N 0.4398(2) 0.37670(16) 0.07073(15) 0.0402(4) Uani 1 1 d . . .
H3N H 0.474(3) 0.402(3) 0.122(2) 0.060 Uiso 1 1 d . . .
N4 N 0.30098(19) 0.58713(15) 0.17264(14) 0.0369(4) Uani 1 1 d . . .
C1 C 0.0379(3) 0.8393(2) 0.6242(2) 0.0517(6) Uani 1 1 d . . .
H1 H 0.0897 0.8751 0.5630 0.062 Uiso 1 1 calc R . .
C2 C -0.1259(3) 0.8887(2) 0.6527(2) 0.0573(6) Uani 1 1 d . . .
H2 H -0.1860 0.9584 0.6109 0.069 Uiso 1 1 calc R . .
C3 C -0.2019(3) 0.8374(2) 0.7410(2) 0.0522(6) Uani 1 1 d . . .
H3 H -0.3145 0.8707 0.7592 0.063 Uiso 1 1 calc R . .
C4 C -0.1149(3) 0.7379(2) 0.8031(2) 0.0515(6) Uani 1 1 d . . .
H4 H -0.1676 0.7038 0.8651 0.062 Uiso 1 1 calc R . .
C5 C 0.0494(3) 0.6870(2) 0.77617(18) 0.0445(5) Uani 1 1 d . . .
H5 H 0.1087 0.6183 0.8195 0.053 Uiso 1 1 calc R . .
C6 C 0.1268(2) 0.73686(18) 0.68553(17) 0.0388(5) Uani 1 1 d . . .
C7 C 0.3033(2) 0.67833(18) 0.65933(17) 0.0383(5) Uani 1 1 d . . .
C8 C 0.5276(2) 0.66509(18) 0.50796(17) 0.0386(5) Uani 1 1 d . . .
C9 C 0.6457(3) 0.6644(2) 0.57135(19) 0.0459(5) Uani 1 1 d . . .
H9 H 0.6177 0.6851 0.6476 0.055 Uiso 1 1 calc R . .
C10 C 0.8030(3) 0.6338(2) 0.5235(2) 0.0505(6) Uani 1 1 d . . .
H10 H 0.8830 0.6326 0.5673 0.061 Uiso 1 1 calc R . .
C11 C 0.8447(3) 0.6047(2) 0.4118(2) 0.0493(6) Uani 1 1 d . . .
H11 H 0.9530 0.5840 0.3791 0.059 Uiso 1 1 calc R . .
C12 C 0.7287(3) 0.6059(2) 0.34806(19) 0.0445(5) Uani 1 1 d . . .
H12 H 0.7574 0.5863 0.2715 0.053 Uiso 1 1 calc R . .
C13 C 0.5702(2) 0.63555(18) 0.39545(17) 0.0379(5) Uani 1 1 d . . .
C14 C 0.3186(2) 0.71599(18) 0.30798(17) 0.0393(5) Uani 1 1 d . . .
C15 C 0.2287(2) 0.68765(19) 0.22691(17) 0.0391(5) Uani 1 1 d . . .
C16 C 0.0750(3) 0.7653(2) 0.21188(19) 0.0483(5) Uani 1 1 d . . .
H16 H 0.0284 0.8365 0.2509 0.058 Uiso 1 1 calc R . .
C17 C -0.0078(3) 0.7363(2) 0.1389(2) 0.0528(6) Uani 1 1 d . . .
H17 H -0.1137 0.7865 0.1279 0.063 Uiso 1 1 calc R . .
C18 C 0.0651(3) 0.6334(2) 0.08196(19) 0.0485(6) Uani 1 1 d . . .
H18 H 0.0101 0.6115 0.0315 0.058 Uiso 1 1 calc R . .
C19 C 0.2200(2) 0.56268(19) 0.09964(17) 0.0395(5) Uani 1 1 d . . .
C20 C 0.3016(3) 0.45232(19) 0.03503(17) 0.0405(5) Uani 1 1 d . . .
C21 C 0.5350(3) 0.26321(19) 0.03102(17) 0.0410(5) Uani 1 1 d . . .
C22 C 0.4909(3) 0.2080(2) -0.0475(2) 0.0510(6) Uani 1 1 d . . .
H22 H 0.3931 0.2468 -0.0788 0.061 Uiso 1 1 calc R . .
C23 C 0.5908(3) 0.0958(2) -0.0799(2) 0.0600(7) Uani 1 1 d . . .
H23 H 0.5603 0.0582 -0.1335 0.072 Uiso 1 1 calc R . .
C24 C 0.7331(3) 0.0378(2) -0.0361(2) 0.0626(7) Uani 1 1 d . . .
H24 H 0.8000 -0.0393 -0.0585 0.075 Uiso 1 1 calc R . .
C25 C 0.7769(3) 0.0937(3) 0.0411(2) 0.0642(7) Uani 1 1 d . . .
H25 H 0.8753 0.0548 0.0716 0.077 Uiso 1 1 calc R . .
C26 C 0.6792(3) 0.2054(2) 0.0742(2) 0.0518(6) Uani 1 1 d . . .
H26 H 0.7111 0.2429 0.1271 0.062 Uiso 1 1 calc R . .
C100 C 0.5789(11) 0.9243(6) 0.4095(7) 0.097(3) Uani 0.50 1 d P A -1
H10A H 0.6711 0.8558 0.4337 0.117 Uiso 0.50 1 calc PR A -1
H10B H 0.5096 0.8922 0.3762 0.117 Uiso 0.50 1 calc PR A -1
Cl1 Cl 0.6463(2) 1.01600(16) 0.3095(2) 0.1014(6) Uani 0.50 1 d P A -1
Cl2 Cl 0.4652(3) 1.0072(3) 0.5335(2) 0.1070(8) Uani 0.50 1 d P A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C7 N1 C8 127.53(18)
C7 N1 H1N 116.5(18)
C8 N1 H1N 115.9(18)
C14 N2 C13 126.50(18)
C14 N2 H2N 118.6(19)
C13 N2 H2N 114.6(19)
C20 N3 C21 127.49(18)
C20 N3 H3N 115.7(19)
C21 N3 H3N 116.8(19)
C19 N4 C15 117.34(17)
C2 C1 C6 120.0(2)
C2 C1 H1 120.0
C6 C1 H1 120.0
C3 C2 C1 120.4(2)
C3 C2 H2 119.8
C1 C2 H2 119.8
C4 C3 C2 120.0(2)
C4 C3 H3 120.0
C2 C3 H3 120.0
C3 C4 C5 120.6(2)
C3 C4 H4 119.7
C5 C4 H4 119.7
C4 C5 C6 119.8(2)
C4 C5 H5 120.1
C6 C5 H5 120.1
C5 C6 C1 119.3(2)
C5 C6 C7 117.80(19)
C1 C6 C7 122.9(2)
O1 C7 N1 123.29(19)
O1 C7 C6 121.11(19)
N1 C7 C6 115.59(18)
C9 C8 C13 119.29(19)
C9 C8 N1 121.62(19)
C13 C8 N1 119.01(17)
C10 C9 C8 120.2(2)
C10 C9 H9 119.9
C8 C9 H9 119.9
C9 C10 C11 120.3(2)
C9 C10 H10 119.9
C11 C10 H10 119.9
C12 C11 C10 120.0(2)
C12 C11 H11 120.0
C10 C11 H11 120.0
C11 C12 C13 120.3(2)
C11 C12 H12 119.8
C13 C12 H12 119.8
C12 C13 C8 119.91(18)
C12 C13 N2 117.57(18)
C8 C13 N2 122.47(18)
O2 C14 N2 124.32(19)
O2 C14 C15 120.80(18)
N2 C14 C15 114.85(17)
N4 C15 C16 123.28(19)
N4 C15 C14 117.69(17)
C16 C15 C14 119.03(19)
C17 C16 C15 118.3(2)
C17 C16 H16 120.9
C15 C16 H16 120.9
C16 C17 C18 119.2(2)
C16 C17 H17 120.4
C18 C17 H17 120.4
C17 C18 C19 118.8(2)
C17 C18 H18 120.6
C19 C18 H18 120.6
N4 C19 C18 123.0(2)
N4 C19 C20 118.03(18)
C18 C19 C20 118.92(19)
O3 C20 N3 124.8(2)
O3 C20 C19 119.65(19)
N3 C20 C19 115.53(18)
C26 C21 C22 119.1(2)
C26 C21 N3 117.26(19)
C22 C21 N3 123.6(2)
C23 C22 C21 119.5(2)
C23 C22 H22 120.3
C21 C22 H22 120.3
C24 C23 C22 121.4(2)
C24 C23 H23 119.3
C22 C23 H23 119.3
C23 C24 C25 118.8(3)
C23 C24 H24 120.6
C25 C24 H24 120.6
C26 C25 C24 120.6(3)
C26 C25 H25 119.7
C24 C25 H25 119.7
C25 C26 C21 120.5(2)
C25 C26 H26 119.7
C21 C26 H26 119.7
Cl1 C100 Cl2 110.8(4)
Cl1 C100 H10A 109.5
Cl2 C100 H10A 109.5
Cl1 C100 H10B 109.5
Cl2 C100 H10B 109.5
H10A C100 H10B 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.237(2)
O2 C14 1.233(2)
O3 C20 1.228(2)
N1 C7 1.348(3)
N1 C8 1.413(3)
N1 H1N 0.86(3)
N2 C14 1.342(3)
N2 C13 1.425(3)
N2 H2N 0.82(3)
N3 C20 1.350(3)
N3 C21 1.418(3)
N3 H3N 0.85(3)
N4 C19 1.339(3)
N4 C15 1.340(3)
C1 C2 1.386(3)
C1 C6 1.397(3)
C1 H1 0.9500
C2 C3 1.376(4)
C2 H2 0.9500
C3 C4 1.375(4)
C3 H3 0.9500
C4 C5 1.389(3)
C4 H4 0.9500
C5 C6 1.391(3)
C5 H5 0.9500
C6 C7 1.494(3)
C8 C9 1.396(3)
C8 C13 1.398(3)
C9 C10 1.382(3)
C9 H9 0.9500
C10 C11 1.388(4)
C10 H10 0.9500
C11 C12 1.382(3)
C11 H11 0.9500
C12 C13 1.389(3)
C12 H12 0.9500
C14 C15 1.494(3)
C15 C16 1.392(3)
C16 C17 1.379(3)
C16 H16 0.9500
C17 C18 1.379(3)
C17 H17 0.9500
C18 C19 1.385(3)
C18 H18 0.9500
C19 C20 1.506(3)
C21 C26 1.385(3)
C21 C22 1.390(3)
C22 C23 1.387(4)
C22 H22 0.9500
C23 C24 1.374(4)
C23 H23 0.9500
C24 C25 1.380(4)
C24 H24 0.9500
C25 C26 1.380(4)
C25 H25 0.9500
C26 H26 0.9500
C100 Cl1 1.717(8)
C100 Cl2 1.848(9)
C100 H10A 0.9900
C100 H10B 0.9900
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 O2 0.86(3) 1.94(3) 2.704(2) 147(3) .
N2 H2N O1 0.82(3) 2.10(3) 2.857(2) 154(3) 2_666
N2 H2N N4 0.82(3) 2.30(3) 2.685(2) 109(2) .
N3 H3N O1 0.85(3) 2.28(3) 3.083(2) 157(3) 2_666
N3 H3N N4 0.85(3) 2.31(3) 2.726(3) 111(2) .
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
C6 C1 C2 C3 -0.1(4)
C1 C2 C3 C4 1.3(4)
C2 C3 C4 C5 -1.3(4)
C3 C4 C5 C6 0.0(3)
C4 C5 C6 C1 1.3(3)
C4 C5 C6 C7 -179.56(19)
C2 C1 C6 C5 -1.2(3)
C2 C1 C6 C7 179.7(2)
C8 N1 C7 O1 -6.5(3)
C8 N1 C7 C6 174.62(18)
C5 C6 C7 O1 -20.9(3)
C1 C6 C7 O1 158.3(2)
C5 C6 C7 N1 158.03(19)
C1 C6 C7 N1 -22.8(3)
C7 N1 C8 C9 -37.8(3)
C7 N1 C8 C13 145.3(2)
C13 C8 C9 C10 -0.6(3)
N1 C8 C9 C10 -177.4(2)
C8 C9 C10 C11 0.7(4)
C9 C10 C11 C12 -0.3(4)
C10 C11 C12 C13 -0.3(3)
C11 C12 C13 C8 0.4(3)
C11 C12 C13 N2 -177.1(2)
C9 C8 C13 C12 0.1(3)
N1 C8 C13 C12 176.97(19)
C9 C8 C13 N2 177.42(19)
N1 C8 C13 N2 -5.7(3)
C14 N2 C13 C12 -128.9(2)
C14 N2 C13 C8 53.7(3)
C13 N2 C14 O2 -5.2(3)
C13 N2 C14 C15 176.61(18)
C19 N4 C15 C16 0.9(3)
C19 N4 C15 C14 -179.63(17)
O2 C14 C15 N4 174.81(19)
N2 C14 C15 N4 -6.9(3)
O2 C14 C15 C16 -5.7(3)
N2 C14 C15 C16 172.6(2)
N4 C15 C16 C17 1.1(3)
C14 C15 C16 C17 -178.4(2)
C15 C16 C17 C18 -1.3(4)
C16 C17 C18 C19 -0.3(4)
C15 N4 C19 C18 -2.6(3)
C15 N4 C19 C20 177.96(18)
C17 C18 C19 N4 2.4(3)
C17 C18 C19 C20 -178.2(2)
C21 N3 C20 O3 -2.9(3)
C21 N3 C20 C19 175.25(18)
N4 C19 C20 O3 -170.94(19)
C18 C19 C20 O3 9.6(3)
N4 C19 C20 N3 10.8(3)
C18 C19 C20 N3 -168.59(19)
C20 N3 C21 C26 175.0(2)
C20 N3 C21 C22 -5.3(3)
C26 C21 C22 C23 0.8(3)
N3 C21 C22 C23 -178.9(2)
C21 C22 C23 C24 -0.1(4)
C22 C23 C24 C25 -0.5(4)
C23 C24 C25 C26 0.4(4)
C24 C25 C26 C21 0.3(4)
C22 C21 C26 C25 -0.9(4)
N3 C21 C26 C25 178.8(2)
