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#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/27/7152780.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_7152780
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_moiety         2(C8H11N5O1)Ca0.5Cl
_chemical_formula_sum            'C16 H22 Ca0.5 Cl N10 O2'
_chemical_formula_weight         441.93
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.8840(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9942(5)
_cell_length_b                   17.9689(11)
_cell_length_c                   12.8636(8)
_cell_measurement_temperature    90(2)
_cell_volume                     2048.1(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_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  0.0170
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11513
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.348
_exptl_absorpt_correction_T_max  0.9828
_exptl_absorpt_correction_T_min  0.9660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            noncolor
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chip
_exptl_crystal_F_000             924
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4614
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0304
_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)+(0.0348P)²+1.1119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0780
_reflns_number_gt                4098
_reflns_number_total             4614
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob26877a.txt
_cod_data_source_block           iPG4Ca
_cod_original_sg_symbol_H-M      P21/n
_cod_original_formula_sum        'C16 H22 Ca0.50 Cl N10 O2'
_cod_database_code               7152780
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.00911(14) 0.12406(7) 0.04057(10) 0.0128(2) Uani 1 1 d .
C2 C 0.23665(15) 0.13330(7) -0.04007(10) 0.0128(2) Uani 1 1 d .
C3 C 0.16644(15) 0.19658(7) -0.09146(10) 0.0127(2) Uani 1 1 d .
C4 C 0.02928(15) 0.21966(7) -0.06711(10) 0.0128(2) Uani 1 1 d .
C5 C 0.11267(15) 0.29726(7) -0.17621(10) 0.0154(3) Uani 1 1 d .
H1 H 0.1169 0.3391 -0.2207 0.019 Uiso 1 1 calc R
C6 C -0.13388(16) 0.33494(8) -0.11877(11) 0.0181(3) Uani 1 1 d .
H2 H -0.2087 0.3082 -0.0832 0.022 Uiso 1 1 calc R
C7 C -0.0822(2) 0.40423(9) -0.05495(12) 0.0291(4) Uani 1 1 d .
H3 H -0.0328 0.3897 0.0161 0.044 Uiso 1 1 calc R
H4 H -0.1697 0.4357 -0.0499 0.044 Uiso 1 1 calc R
H5 H -0.0108 0.4320 -0.0898 0.044 Uiso 1 1 calc R
C8 C -0.21024(16) 0.35490(8) -0.23029(12) 0.0212(3) Uani 1 1 d .
H6 H -0.1410 0.3846 -0.2646 0.032 Uiso 1 1 calc R
H7 H -0.3018 0.3838 -0.2273 0.032 Uiso 1 1 calc R
H8 H -0.2370 0.3092 -0.2708 0.032 Uiso 1 1 calc R
C9 C 0.56378(15) 0.17925(7) -0.28013(10) 0.0146(3) Uani 1 1 d .
C10 C 0.69377(14) 0.08357(7) -0.16191(10) 0.0134(2) Uani 1 1 d .
C11 C 0.80408(15) 0.08643(7) -0.22755(10) 0.0140(3) Uani 1 1 d .
C12 C 0.78116(15) 0.13395(7) -0.31349(10) 0.0135(3) Uani 1 1 d .
C13 C 0.99308(15) 0.07164(8) -0.30451(11) 0.0168(3) Uani 1 1 d .
H9 H 1.0861 0.0549 -0.3216 0.020 Uiso 1 1 calc R
C14 C 0.92348(16) 0.16056(8) -0.46272(10) 0.0166(3) Uani 1 1 d .
H10 H 0.8292 0.1891 -0.4894 0.020 Uiso 1 1 calc R
C15 C 1.05251(19) 0.21598(9) -0.44377(12) 0.0292(4) Uani 1 1 d .
H11 H 1.0336 0.2526 -0.3911 0.044 Uiso 1 1 calc R
H12 H 1.0602 0.2415 -0.5100 0.044 Uiso 1 1 calc R
H13 H 1.1471 0.1897 -0.4180 0.044 Uiso 1 1 calc R
C16 C 0.94218(19) 0.10268(9) -0.54580(12) 0.0264(3) Uani 1 1 d .
H14 H 1.0349 0.0743 -0.5226 0.040 Uiso 1 1 calc R
H15 H 0.9482 0.1276 -0.6127 0.040 Uiso 1 1 calc R
H16 H 0.8554 0.0688 -0.5556 0.040 Uiso 1 1 calc R
N1 N -0.05401(12) 0.18653(6) -0.00197(8) 0.0130(2) Uani 1 1 d .
N2 N -0.05766(13) 0.08436(6) 0.10672(9) 0.0163(2) Uani 1 1 d .
H17 H -0.1442 0.0993 0.1227 0.020 Uiso 1 1 calc R
H18 H -0.0153 0.0432 0.1345 0.020 Uiso 1 1 calc R
N3 N 0.14701(12) 0.09808(6) 0.02238(8) 0.0129(2) Uani 1 1 d .
H19 H 0.1803 0.0560 0.0528 0.016 Uiso 1 1 calc R
N4 N 0.21780(13) 0.24578(6) -0.16047(9) 0.0148(2) Uani 1 1 d .
N5 N -0.00431(13) 0.28468(6) -0.12206(9) 0.0146(2) Uani 1 1 d .
N6 N 0.66507(13) 0.18120(6) -0.34366(9) 0.0143(2) Uani 1 1 d .
N7 N 0.44131(14) 0.22254(7) -0.29955(9) 0.0204(3) Uani 1 1 d .
H20 H 0.4279 0.2524 -0.3546 0.024 Uiso 1 1 calc R
H21 H 0.3741 0.2212 -0.2573 0.024 Uiso 1 1 calc R
N8 N 0.57663(12) 0.13340(6) -0.19259(9) 0.0143(2) Uani 1 1 d .
H22 H 0.5054 0.1360 -0.1536 0.017 Uiso 1 1 calc R
N9 N 0.93795(13) 0.04731(6) -0.22281(9) 0.0159(2) Uani 1 1 d .
N10 N 0.90277(13) 0.12396(6) -0.36322(9) 0.0149(2) Uani 1 1 d .
O1 O 0.36554(10) 0.10895(5) -0.04484(7) 0.0157(2) Uani 1 1 d .
O2 O 0.69324(10) 0.04232(5) -0.08360(7) 0.0151(2) Uani 1 1 d .
Ca1 Ca 0.5000 0.0000 0.0000 0.01204(9) Uani 1 2 d S
Cl1 Cl 0.64043(4) 0.038197(19) 0.19514(3) 0.01923(9) 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'
Ca Ca 0.2262 0.3064 '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
N2 C1 N1 120.49(12) . .
N2 C1 N3 116.35(11) . .
N1 C1 N3 123.13(12) . .
O1 C2 N3 120.36(11) . .
O1 C2 C3 127.16(12) . .
N3 C2 C3 112.47(11) . .
N4 C3 C4 111.14(11) . .
N4 C3 C2 130.01(12) . .
C4 C3 C2 118.66(12) . .
N1 C4 N5 126.65(12) . .
N1 C4 C3 128.04(12) . .
N5 C4 C3 105.30(11) . .
N4 C5 N5 113.51(12) . .
N5 C6 C7 110.24(12) . .
N5 C6 C8 110.28(11) . .
C7 C6 C8 111.26(12) . .
N6 C9 N7 120.09(12) . .
N6 C9 N8 123.20(12) . .
N7 C9 N8 116.71(12) . .
O2 C10 N8 120.24(12) . .
O2 C10 C11 127.16(12) . .
N8 C10 C11 112.59(11) . .
C12 C11 N9 110.93(11) . .
C12 C11 C10 118.50(12) . .
N9 C11 C10 130.56(12) . .
N6 C12 N10 126.02(12) . .
N6 C12 C11 128.28(12) . .
N10 C12 C11 105.70(11) . .
N9 C13 N10 113.44(12) . .
N10 C14 C15 111.06(11) . .
N10 C14 C16 110.46(11) . .
C15 C14 C16 112.83(12) . .
C1 N1 C4 112.49(11) . .
C1 N3 C2 124.91(11) . .
C5 N4 C3 103.74(11) . .
C4 N5 C5 106.30(11) . .
C4 N5 C6 127.55(11) . .
C5 N5 C6 126.01(11) . .
C9 N6 C12 112.70(11) . .
C9 N8 C10 124.67(11) . .
C13 N9 C11 103.92(11) . .
C12 N10 C13 106.01(11) . .
C12 N10 C14 125.10(11) . .
C13 N10 C14 128.82(11) . .
C2 O1 Ca1 136.96(8) . .
C10 O2 Ca1 132.30(9) . .
O1 Ca1 O1 180.00(5) . 3_655
O1 Ca1 O2 89.53(3) . 3_655
O1 Ca1 O2 90.47(3) 3_655 3_655
O1 Ca1 O2 90.47(3) . .
O1 Ca1 O2 89.53(3) 3_655 .
O2 Ca1 O2 180.00(6) 3_655 .
O1 Ca1 Cl1 99.06(2) . .
O1 Ca1 Cl1 80.94(2) 3_655 .
O2 Ca1 Cl1 85.44(2) 3_655 .
O2 Ca1 Cl1 94.56(2) . .
O1 Ca1 Cl1 80.94(2) . 3_655
O1 Ca1 Cl1 99.06(2) 3_655 3_655
O2 Ca1 Cl1 94.56(2) 3_655 3_655
O2 Ca1 Cl1 85.44(2) . 3_655
Cl1 Ca1 Cl1 180.000(8) . 3_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.3302(17) .
C1 N1 1.3323(17) .
C1 N3 1.3823(17) .
C2 O1 1.2504(16) .
C2 N3 1.3850(16) .
C2 C3 1.4090(18) .
C3 N4 1.3870(16) .
C3 C4 1.3872(18) .
C4 N1 1.3539(17) .
C4 N5 1.3721(16) .
C5 N4 1.3134(17) .
C5 N5 1.3765(17) .
C6 N5 1.4807(17) .
C6 C7 1.520(2) .
C6 C8 1.5232(19) .
C9 N6 1.3247(17) .
C9 N7 1.3365(17) .
C9 N8 1.3839(16) .
C10 O2 1.2513(16) .
C10 N8 1.3874(17) .
C10 C11 1.4099(18) .
C11 C12 1.3840(18) .
C11 N9 1.3866(17) .
C12 N6 1.3499(17) .
C12 N10 1.3704(17) .
C13 N9 1.3117(17) .
C13 N10 1.3796(17) .
C14 N10 1.4790(16) .
C14 C15 1.517(2) .
C14 C16 1.521(2) .
O1 Ca1 2.3212(9) .
O2 Ca1 2.3232(9) .
Ca1 O1 2.3212(9) 3_655
Ca1 O2 2.3232(9) 3_655
Ca1 Cl1 2.6980(4) .
Ca1 Cl1 2.6980(4) 3_655
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
_geom_torsion_site_symmetry_4
O1 C2 C3 N4 1.8(2) .
N3 C2 C3 N4 -179.40(12) .
O1 C2 C3 C4 -172.81(12) .
N3 C2 C3 C4 6.00(17) .
N4 C3 C4 N1 -179.25(12) .
C2 C3 C4 N1 -3.7(2) .
N4 C3 C4 N5 -0.22(14) .
C2 C3 C4 N5 175.34(11) .
O2 C10 C11 C12 177.32(13) .
N8 C10 C11 C12 -2.56(17) .
O2 C10 C11 N9 -1.4(2) .
N8 C10 C11 N9 178.73(13) .
N9 C11 C12 N6 -179.42(12) .
C10 C11 C12 N6 1.6(2) .
N9 C11 C12 N10 0.21(15) .
C10 C11 C12 N10 -178.74(11) .
N2 C1 N1 C4 179.94(11) .
N3 C1 N1 C4 2.14(17) .
N5 C4 N1 C1 -179.52(12) .
C3 C4 N1 C1 -0.68(19) .
N2 C1 N3 C2 -177.04(12) .
N1 C1 N3 C2 0.84(19) .
O1 C2 N3 C1 173.93(12) .
C3 C2 N3 C1 -4.97(17) .
N5 C5 N4 C3 -0.16(15) .
C4 C3 N4 C5 0.23(14) .
C2 C3 N4 C5 -174.68(13) .
N1 C4 N5 C5 179.16(12) .
C3 C4 N5 C5 0.11(14) .
N1 C4 N5 C6 3.3(2) .
C3 C4 N5 C6 -175.79(12) .
N4 C5 N5 C4 0.04(15) .
N4 C5 N5 C6 176.02(12) .
C7 C6 N5 C4 104.69(15) .
C8 C6 N5 C4 -132.07(14) .
C7 C6 N5 C5 -70.45(17) .
C8 C6 N5 C5 52.79(17) .
N7 C9 N6 C12 -179.62(12) .
N8 C9 N6 C12 -0.10(18) .
N10 C12 N6 C9 -179.72(12) .
C11 C12 N6 C9 -0.2(2) .
N6 C9 N8 C10 -1.2(2) .
N7 C9 N8 C10 178.32(12) .
O2 C10 N8 C9 -177.39(12) .
C11 C10 N8 C9 2.50(18) .
N10 C13 N9 C11 -0.53(15) .
C12 C11 N9 C13 0.19(15) .
C10 C11 N9 C13 178.97(14) .
N6 C12 N10 C13 179.13(13) .
C11 C12 N10 C13 -0.50(14) .
N6 C12 N10 C14 -3.6(2) .
C11 C12 N10 C14 176.74(12) .
N9 C13 N10 C12 0.68(16) .
N9 C13 N10 C14 -176.42(13) .
C15 C14 N10 C12 111.70(15) .
C16 C14 N10 C12 -122.32(14) .
C15 C14 N10 C13 -71.71(18) .
C16 C14 N10 C13 54.27(18) .
N3 C2 O1 Ca1 15.13(19) .
C3 C2 O1 Ca1 -166.14(9) .
N8 C10 O2 Ca1 23.03(18) .
C11 C10 O2 Ca1 -156.85(10) .
C2 O1 Ca1 O1 129(100) 3_655
C2 O1 Ca1 O2 -8.11(12) 3_655
C2 O1 Ca1 O2 171.89(12) .
C2 O1 Ca1 Cl1 -93.42(12) .
C2 O1 Ca1 Cl1 86.58(12) 3_655
C10 O2 Ca1 O1 -31.39(11) .
C10 O2 Ca1 O1 148.61(11) 3_655
C10 O2 Ca1 O2 52(100) 3_655
C10 O2 Ca1 Cl1 -130.51(11) .
C10 O2 Ca1 Cl1 49.49(11) 3_655
