#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:44:39 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180313 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/27/7152778.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_7152778
loop_
_publ_author_name
'Inui, Yuji'
'Shiro, Motoo'
'Fukuzumi, Shunichi'
'Kojima, Takahiko'
_publ_section_title
;
 Quartet formation of a guanine derivative with an isopropyl group:
 crystal structures of "naked" G-quartets and thermodynamics of
 G-quartet formation.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              758
_journal_page_last               764
_journal_paper_doi               10.1039/c2ob26877a
_journal_volume                  11
_journal_year                    2013
_chemical_formula_sum            'C8.5 H11.5 Cl1.5 N5 O'
_chemical_formula_weight         252.90
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   15.6275(12)
_cell_length_b                   14.9143(11)
_cell_length_c                   20.2340(15)
_cell_measurement_temperature    120(2)
_cell_volume                     4716.0(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0117
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25346
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.425
_exptl_absorpt_correction_T_max  0.9587
_exptl_absorpt_correction_T_min  0.9587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            noncolor
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5420
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0353
_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)+(0.0474P)²+3.9739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0967
_reflns_number_gt                4991
_reflns_number_total             5420
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob26877a.txt
_cod_data_source_block           iPG_R
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7152778
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
C1 C 0.21862(8) 0.38252(8) 0.07024(6) 0.0132(2) Uani 1 1 d .
C2 C 0.33394(9) 0.32880(9) -0.00265(6) 0.0152(2) Uani 1 1 d .
C3 C 0.26608(8) 0.31224(9) -0.04779(6) 0.0145(2) Uani 1 1 d .
C4 C 0.18339(8) 0.33516(8) -0.03016(6) 0.0134(2) Uani 1 1 d .
C5 C 0.18723(9) 0.27929(9) -0.13040(7) 0.0174(3) Uani 1 1 d .
H1 H 0.1685 0.2592 -0.1726 0.021 Uiso 1 1 calc R
C6 C 0.04051(9) 0.33388(10) -0.08770(7) 0.0180(3) Uani 1 1 d .
H2 H 0.0140 0.3181 -0.0443 0.022 Uiso 1 1 calc R
C7 C 0.02768(11) 0.43376(11) -0.09885(10) 0.0331(4) Uani 1 1 d .
H3 H 0.0556 0.4674 -0.0632 0.050 Uiso 1 1 calc R
H4 H -0.0337 0.4474 -0.0991 0.050 Uiso 1 1 calc R
H5 H 0.0529 0.4509 -0.1414 0.050 Uiso 1 1 calc R
C8 C -0.00158(10) 0.27682(12) -0.14049(8) 0.0282(3) Uani 1 1 d .
H6 H 0.0195 0.2950 -0.1841 0.042 Uiso 1 1 calc R
H7 H -0.0638 0.2849 -0.1386 0.042 Uiso 1 1 calc R
H8 H 0.0124 0.2136 -0.1329 0.042 Uiso 1 1 calc R
C9 C 0.02837(8) 0.84127(9) 0.34083(7) 0.0162(3) Uani 1 1 d .
C10 C 0.14143(8) 0.85279(9) 0.25679(6) 0.0149(2) Uani 1 1 d .
C11 C 0.07953(8) 0.90297(9) 0.22060(6) 0.0148(2) Uani 1 1 d .
C12 C -0.00120(9) 0.91421(8) 0.24723(7) 0.0142(2) Uani 1 1 d .
C13 C 0.00653(9) 0.97192(9) 0.14760(7) 0.0182(3) Uani 1 1 d .
H9 H -0.0099 1.0019 0.1082 0.022 Uiso 1 1 calc R
C14 C -0.13838(9) 0.98643(10) 0.20619(7) 0.0202(3) Uani 1 1 d .
H10 H -0.1679 0.9423 0.2356 0.024 Uiso 1 1 calc R
C15 C -0.18318(10) 0.98456(11) 0.13946(8) 0.0260(3) Uani 1 1 d .
H11 H -0.1575 1.0295 0.1103 0.039 Uiso 1 1 calc R
H12 H -0.2441 0.9980 0.1455 0.039 Uiso 1 1 calc R
H13 H -0.1769 0.9250 0.1197 0.039 Uiso 1 1 calc R
C16 C -0.14318(13) 1.07713(13) 0.23915(9) 0.0385(4) Uani 1 1 d .
H14 H -0.1150 1.0743 0.2824 0.058 Uiso 1 1 calc R
H15 H -0.2033 1.0942 0.2450 0.058 Uiso 1 1 calc R
H16 H -0.1143 1.1218 0.2115 0.058 Uiso 1 1 calc R
N1 N 0.15528(7) 0.36832(7) 0.02827(5) 0.0138(2) Uani 1 1 d .
N2 N 0.20299(7) 0.41661(8) 0.13100(6) 0.0156(2) Uani 1 1 d .
H17 H 0.1502 0.4295 0.1429 0.019 Uiso 1 1 calc R
H18 H 0.2456 0.4259 0.1586 0.019 Uiso 1 1 calc R
N3 N 0.30340(7) 0.36689(8) 0.05573(5) 0.0143(2) Uani 1 1 d .
H19 H 0.3414 0.3822 0.0858 0.017 Uiso 1 1 calc R
N4 N 0.26757(8) 0.27650(8) -0.11105(6) 0.0174(2) Uani 1 1 d .
N5 N 0.13313(7) 0.31415(8) -0.08344(5) 0.0149(2) Uani 1 1 d .
N6 N -0.03041(7) 0.88659(8) 0.30686(5) 0.0156(2) Uani 1 1 d .
N7 N 0.01043(8) 0.81154(9) 0.40161(6) 0.0236(3) Uani 1 1 d .
H20 H -0.0402 0.8219 0.4191 0.028 Uiso 1 1 calc R
H21 H 0.0492 0.7816 0.4241 0.028 Uiso 1 1 calc R
N8 N 0.10910(7) 0.82364(8) 0.31724(6) 0.0159(2) Uani 1 1 d .
H22 H 0.1431 0.7913 0.3424 0.019 Uiso 1 1 calc R
N9 N 0.08376(8) 0.93970(8) 0.15748(6) 0.0182(2) Uani 1 1 d .
N10 N -0.04804(7) 0.95803(8) 0.19972(5) 0.0157(2) Uani 1 1 d .
O1 O 0.41132(6) 0.31457(7) -0.01012(5) 0.0215(2) Uani 1 1 d .
O2 O 0.21559(6) 0.83364(7) 0.24063(5) 0.0197(2) Uani 1 1 d .
C17 C 0.19570(10) 0.10335(10) 0.07715(8) 0.0264(3) Uani 1 1 d .
H23 H 0.1906 0.0431 0.0985 0.032 Uiso 1 1 calc R
Cl1 Cl 0.20665(3) 0.18449(3) 0.13957(2) 0.04038(13) Uani 1 1 d .
Cl2 Cl 0.10251(3) 0.12280(3) 0.03002(2) 0.02918(10) Uani 1 1 d .
Cl3 Cl 0.28692(3) 0.10280(3) 0.02529(3) 0.04084(13) 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'
Cl Cl 0.1484 0.1585 '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
N1 C1 N2 120.61(12)
N1 C1 N3 123.83(12)
N2 C1 N3 115.54(11)
O1 C2 N3 120.53(12)
O1 C2 C3 128.39(13)
N3 C2 C3 111.08(11)
C4 C3 N4 110.41(11)
C4 C3 C2 119.23(12)
N4 C3 C2 130.35(12)
N1 C4 N5 125.75(12)
N1 C4 C3 128.18(12)
N5 C4 C3 106.02(11)
N4 C5 N5 113.15(12)
N5 C6 C8 110.72(12)
N5 C6 C7 109.42(12)
C8 C6 C7 112.85(13)
N6 C9 N7 119.90(12)
N6 C9 N8 123.44(12)
N7 C9 N8 116.65(12)
O2 C10 N8 119.98(12)
O2 C10 C11 128.38(12)
N8 C10 C11 111.64(11)
C12 C11 N9 110.71(12)
C12 C11 C10 118.87(12)
N9 C11 C10 130.24(12)
N6 C12 N10 126.06(12)
N6 C12 C11 128.18(12)
N10 C12 C11 105.74(11)
N9 C13 N10 113.49(12)
N10 C14 C16 110.05(13)
N10 C14 C15 110.81(11)
C16 C14 C15 112.68(13)
C1 N1 C4 112.12(11)
C1 N3 C2 125.36(11)
C5 N4 C3 104.27(11)
C4 N5 C5 106.14(11)
C4 N5 C6 124.13(11)
C5 N5 C6 129.56(11)
C9 N6 C12 112.45(11)
C9 N8 C10 125.33(11)
C13 N9 C11 103.88(11)
C13 N10 C12 106.18(11)
C13 N10 C14 128.16(11)
C12 N10 C14 125.63(11)
Cl1 C17 Cl2 110.82(9)
Cl1 C17 Cl3 110.53(9)
Cl2 C17 Cl3 110.18(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.3212(17)
C1 N2 1.3527(17)
C1 N3 1.3769(17)
C2 O1 1.2369(17)
C2 N3 1.3950(17)
C2 C3 1.4213(18)
C3 C4 1.3835(18)
C3 N4 1.3867(16)
C4 N1 1.3546(16)
C4 N5 1.3702(16)
C5 N4 1.3160(18)
C5 N5 1.3740(17)
C6 N5 1.4796(17)
C6 C8 1.516(2)
C6 C7 1.520(2)
C9 N6 1.3316(17)
C9 N7 1.3369(17)
C9 N8 1.3743(17)
C10 O2 1.2376(16)
C10 N8 1.3930(17)
C10 C11 1.4256(18)
C11 C12 1.3821(18)
C11 N9 1.3912(17)
C12 N6 1.3542(17)
C12 N10 1.3736(17)
C13 N9 1.3145(18)
C13 N10 1.3719(17)
C14 N10 1.4798(17)
C14 C16 1.510(2)
C14 C15 1.521(2)
C17 Cl1 1.7575(17)
C17 Cl2 1.7649(17)
C17 Cl3 1.7701(17)
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
O1 C2 C3 C4 -178.51(14)
N3 C2 C3 C4 0.67(17)
O1 C2 C3 N4 0.0(2)
N3 C2 C3 N4 179.20(13)
N4 C3 C4 N1 177.02(12)
C2 C3 C4 N1 -4.2(2)
N4 C3 C4 N5 -0.59(15)
C2 C3 C4 N5 178.21(11)
O2 C10 C11 C12 177.99(13)
N8 C10 C11 C12 -1.60(18)
O2 C10 C11 N9 3.4(2)
N8 C10 C11 N9 -176.21(13)
N9 C11 C12 N6 178.98(13)
C10 C11 C12 N6 3.4(2)
N9 C11 C12 N10 0.43(15)
C10 C11 C12 N10 -175.17(12)
N2 C1 N1 C4 179.20(12)
N3 C1 N1 C4 1.09(18)
N5 C4 N1 C1 -179.64(12)
C3 C4 N1 C1 3.19(19)
N1 C1 N3 C2 -4.5(2)
N2 C1 N3 C2 177.28(12)
O1 C2 N3 C1 -177.46(13)
C3 C2 N3 C1 3.29(18)
N5 C5 N4 C3 -0.41(15)
C4 C3 N4 C5 0.62(15)
C2 C3 N4 C5 -178.01(14)
N1 C4 N5 C5 -177.36(12)
C3 C4 N5 C5 0.32(14)
N1 C4 N5 C6 6.9(2)
C3 C4 N5 C6 -175.40(12)
N4 C5 N5 C4 0.06(16)
N4 C5 N5 C6 175.47(13)
C8 C6 N5 C4 -161.22(13)
C7 C6 N5 C4 73.77(17)
C8 C6 N5 C5 24.1(2)
C7 C6 N5 C5 -100.90(16)
N7 C9 N6 C12 178.07(13)
N8 C9 N6 C12 -0.90(19)
N10 C12 N6 C9 176.26(13)
C11 C12 N6 C9 -2.0(2)
N6 C9 N8 C10 2.5(2)
N7 C9 N8 C10 -176.55(13)
O2 C10 N8 C9 179.36(13)
C11 C10 N8 C9 -1.01(19)
N10 C13 N9 C11 -0.54(16)
C12 C11 N9 C13 0.05(15)
C10 C11 N9 C13 175.00(14)
N9 C13 N10 C12 0.83(16)
N9 C13 N10 C14 178.79(13)
N6 C12 N10 C13 -179.31(13)
C11 C12 N10 C13 -0.72(14)
N6 C12 N10 C14 2.7(2)
C11 C12 N10 C14 -178.75(12)
C16 C14 N10 C13 -91.80(17)
C15 C14 N10 C13 33.5(2)
C16 C14 N10 C12 85.78(17)
C15 C14 N10 C12 -148.91(13)
