#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:43:35 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179593 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/57/4505790.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_4505790
loop_
_publ_author_name
'Rahman, A. Noman M. M.'
'Bishop, Roger'
'Craig, Donald C.'
'Marjo, Christopher E.'
'Scudder, Marcia L.'
_publ_section_title
;
 Staircase Inclusion Compounds Formed by Tetrahalodiquinoline Hosts
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              421
_journal_paper_doi               10.1021/cg020017o
_journal_volume                  2
_journal_year                    2002
_chemical_formula_moiety         'C23 H14 Br4 N2,0.5(C4 H5 N),0.5(H2 O)'
_chemical_formula_sum            'C25 H17.5 Br4 N2.5 O0.5'
_chemical_formula_weight         680.5
_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_type_scat_source
'International Tables for X-ray Crystallography, Vol. IV'
_audit_creation_method           'RAELSPUB and manual entry'
_cell_angle_alpha                90
_cell_angle_beta                 121.77(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.275(8)
_cell_length_b                   16.383(6)
_cell_length_c                   14.475(6)
_cell_measurement_reflns_used    10
_cell_measurement_temperature    294
_cell_measurement_theta_max      12
_cell_measurement_theta_min      11
_cell_volume                     4693(3)
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4308
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  30min
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    6.814
_exptl_absorpt_correction_T_max  0.46
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(DeMeulenaer & Tompa, 1965)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.93
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2632.0
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.42
_refine_diff_density_min         -1.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.74
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1876
_refine_ls_R_factor_gt           0.062
_refine_ls_shift/su_max          0.010
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0004F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.073
_reflns_number_gt                1876
_reflns_number_total             4123
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg020017o.cif
_cod_data_source_block           DRB206_(2)2_allylcyanide_water
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4505790
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,-y,1/2+z
3 -x,-y,-z
4 -x,y,1/2-z
5 1/2+x,1/2+y,z
6 1/2+x,1/2-y,1/2+z
7 1/2-x,1/2-y,-z
8 1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Br1 0.36695(6) 0.31116(10) 0.53173(11) 0.0871(5) Uani Br 1.0
Br2 0.46511(8) -0.07019(10) 0.59738(11) 0.0932(6) Uani Br 1.0
Br3 0.80261(7) 0.02643(10) 0.54390(14) 0.0973(6) Uani Br 1.0
Br4 0.56925(8) 0.26500(11) 0.17777(11) 0.1004(6) Uani Br 1.0
N1 0.5115(4) 0.2482(6) 0.6275(7) 0.060(1) Uani N 1.0
N2 0.7235(4) 0.1568(5) 0.5821(7) 0.057(1) Uani N 1.0
C1 0.6217(5) 0.3029(7) 0.6877(9) 0.061(1) Uani C 1.0
C2 0.5757(5) 0.2306(7) 0.6688(8) 0.057(1) Uani C 1.0
C3 0.6016(5) 0.1509(8) 0.6922(8) 0.059(1) Uani C 1.0
C4 0.6765(5) 0.1344(8) 0.7430(8) 0.065(2) Uani C 1.0
C5 0.7135(5) 0.2061(7) 0.7296(8) 0.061(1) Uani C 1.0
C6 0.6942(5) 0.2111(7) 0.6111(8) 0.053(1) Uani C 1.0
C7 0.6447(5) 0.2672(7) 0.5402(8) 0.051(1) Uani C 1.0
C8 0.6135(5) 0.3275(7) 0.5782(8) 0.058(1) Uani C 1.0
C9 0.6959(5) 0.2838(8) 0.7670(8) 0.066(1) Uani C 1.0
C10 0.4674(5) 0.1854(8) 0.6018(8) 0.061(2) Uani C 1.0
C11 0.3964(6) 0.2038(8) 0.5542(9) 0.069(3) Uani C 1.0
C12 0.3531(6) 0.1411(9) 0.5240(9) 0.075(3) Uani C 1.0
C13 0.3731(6) 0.0587(9) 0.5363(9) 0.078(3) Uani C 1.0
C14 0.4394(6) 0.0400(8) 0.5821(9) 0.074(2) Uani C 1.0
C15 0.4881(5) 0.1030(8) 0.6173(8) 0.063(2) Uani C 1.0
C16 0.5583(6) 0.0894(7) 0.6673(9) 0.064(2) Uani C 1.0
C17 0.7048(5) 0.1541(7) 0.4742(8) 0.056(1) Uani C 1.0
C18 0.7355(6) 0.0952(7) 0.4430(10) 0.068(2) Uani C 1.0
C19 0.7139(6) 0.0872(8) 0.3342(11) 0.075(2) Uani C 1.0
C20 0.6638(6) 0.1373(8) 0.2563(9) 0.072(2) Uani C 1.0
C21 0.6355(5) 0.1952(7) 0.2859(8) 0.063(1) Uani C 1.0
C22 0.6553(5) 0.2068(7) 0.3983(8) 0.054(1) Uani C 1.0
C23 0.6262(5) 0.2634(7) 0.4328(8) 0.052(1) Uani C 1.0
OW1 0.1860(11) 0.0317(13) 0.7153(18) 0.122(7) Uani O 0.5
N1Ac 0.0801(20) -0.0185(23) 0.1382(43) 0.412(9) Uani N 0.5
C1Ac -0.0147(33) 0.0159(31) 0.3451(56) 0.412(9) Uani C 0.5
C2Ac -0.0004(58) 0.0477(21) 0.2728(72) 0.412(9) Uani C 0.5
C3Ac -0.0119(28) -0.0075(26) 0.1827(52) 0.412(9) Uani C 0.5
C4Ac 0.0365(22) -0.0136(31) 0.1531(40) 0.412(9) Uani C 0.5
HC1 0.6081 0.3499 0.7162 0.070 Uani H 1.0
H1C4 0.6820 0.0852 0.7075 0.068 Uani H 1.0
H2C4 0.6971 0.1235 0.8223 0.075 Uani H 1.0
HC5 0.7633 0.1966 0.7766 0.069 Uani H 1.0
H1C8 0.5642 0.3317 0.5221 0.060 Uani H 1.0
H2C8 0.6355 0.3817 0.5871 0.065 Uani H 1.0
H1C9 0.7041 0.2757 0.8415 0.075 Uani H 1.0
H2C9 0.7244 0.3299 0.7683 0.071 Uani H 1.0
HC12 0.3040 0.1535 0.4910 0.084 Uani H 1.0
HC13 0.3386 0.0142 0.5115 0.089 Uani H 1.0
HC16 0.5759 0.0322 0.6844 0.073 Uani H 1.0
HC19 0.7346 0.0445 0.3114 0.089 Uani H 1.0
HC20 0.6488 0.1306 0.1781 0.084 Uani H 1.0
HC23 0.5913 0.3020 0.3790 0.058 Uani H 1.0
H1C1Ac -0.0080 0.0496 0.4076 0.412 Uani H 0.5
H2C1Ac -0.0318 -0.0414 0.3358 0.412 Uani H 0.5
HC2Ac 0.0169 0.1047 0.2797 0.412 Uani H 0.5
H1C3Ac -0.0549 0.0108 0.1164 0.412 Uani H 0.5
H2C3Ac -0.0181 -0.0636 0.2031 0.412 Uani H 0.5
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C10 118.0(10) 1_555 1_555 1_555 no
C6 N2 C17 118.3(9) 1_555 1_555 1_555 no
C2 C1 C8 108.8(9) 1_555 1_555 1_555 no
C2 C1 C9 112.8(10) 1_555 1_555 1_555 no
C8 C1 C9 107.8(8) 1_555 1_555 1_555 no
N1 C2 C1 115.7(10) 1_555 1_555 1_555 no
N1 C2 C3 123.7(10) 1_555 1_555 1_555 no
C1 C2 C3 120.6(9) 1_555 1_555 1_555 no
C2 C3 C4 121.4(10) 1_555 1_555 1_555 no
C2 C3 C16 118.0(10) 1_555 1_555 1_555 no
C4 C3 C16 120.6(11) 1_555 1_555 1_555 no
C3 C4 C5 112.4(10) 1_555 1_555 1_555 no
C4 C5 C6 109.3(9) 1_555 1_555 1_555 no
C4 C5 C9 108.9(8) 1_555 1_555 1_555 no
C6 C5 C9 112.3(10) 1_555 1_555 1_555 no
N2 C6 C5 115.2(10) 1_555 1_555 1_555 no
N2 C6 C7 124.8(9) 1_555 1_555 1_555 no
C5 C6 C7 119.9(9) 1_555 1_555 1_555 no
C6 C7 C8 122.2(9) 1_555 1_555 1_555 no
C6 C7 C23 116.3(10) 1_555 1_555 1_555 no
C8 C7 C23 121.5(10) 1_555 1_555 1_555 no
C1 C8 C7 112.6(9) 1_555 1_555 1_555 no
C1 C9 C5 108.4(9) 1_555 1_555 1_555 no
N1 C10 C11 118.7(11) 1_555 1_555 1_555 no
N1 C10 C15 122.4(10) 1_555 1_555 1_555 no
C11 C10 C15 118.9(10) 1_555 1_555 1_555 no
Br1 C11 C10 120.3(9) 1_555 1_555 1_555 no
Br1 C11 C12 121.7(10) 1_555 1_555 1_555 no
C10 C11 C12 117.9(12) 1_555 1_555 1_555 no
C11 C12 C13 123.5(12) 1_555 1_555 1_555 no
C12 C13 C14 119.6(12) 1_555 1_555 1_555 no
Br2 C14 C13 119.0(10) 1_555 1_555 1_555 no
Br2 C14 C15 121.0(9) 1_555 1_555 1_555 no
C13 C14 C15 120.0(13) 1_555 1_555 1_555 no
C10 C15 C14 120.0(11) 1_555 1_555 1_555 no
C10 C15 C16 115.9(10) 1_555 1_555 1_555 no
C14 C15 C16 124.0(12) 1_555 1_555 1_555 no
C3 C16 C15 121.7(12) 1_555 1_555 1_555 no
N2 C17 C18 118.2(10) 1_555 1_555 1_555 no
N2 C17 C22 120.5(10) 1_555 1_555 1_555 no
C18 C17 C22 121.3(10) 1_555 1_555 1_555 no
Br3 C18 C17 121.5(9) 1_555 1_555 1_555 no
Br3 C18 C19 119.3(9) 1_555 1_555 1_555 no
C17 C18 C19 119.1(12) 1_555 1_555 1_555 no
C18 C19 C20 121.1(11) 1_555 1_555 1_555 no
C19 C20 C21 120.1(11) 1_555 1_555 1_555 no
Br4 C21 C20 118.9(9) 1_555 1_555 1_555 no
Br4 C21 C22 119.2(9) 1_555 1_555 1_555 no
C20 C21 C22 121.9(11) 1_555 1_555 1_555 no
C17 C22 C21 116.5(10) 1_555 1_555 1_555 no
C17 C22 C23 119.2(9) 1_555 1_555 1_555 no
C21 C22 C23 124.3(10) 1_555 1_555 1_555 no
C7 C23 C22 120.9(10) 1_555 1_555 1_555 no
C1Ac C2Ac C3Ac 115.9(34) 1_555 1_555 1_555 no
C2Ac C3Ac C4Ac 120.4(37) 1_555 1_555 1_555 no
N1Ac C4Ac C3Ac 174.2(45) 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C11 1.853(13) 1_555 1_555 no
Br2 C14 1.877(14) 1_555 1_555 no
Br3 C18 1.854(12) 1_555 1_555 no
Br4 C21 1.895(12) 1_555 1_555 no
N1 C2 1.315(12) 1_555 1_555 no
N1 C10 1.360(13) 1_555 1_555 no
N2 C6 1.318(12) 1_555 1_555 no
N2 C17 1.384(12) 1_555 1_555 no
C1 C2 1.523(14) 1_555 1_555 no
C1 C8 1.547(14) 1_555 1_555 no
C1 C9 1.519(15) 1_555 1_555 no
C2 C3 1.403(15) 1_555 1_555 no
C3 C4 1.518(14) 1_555 1_555 no
C3 C16 1.333(14) 1_555 1_555 no
C4 C5 1.528(15) 1_555 1_555 no
C5 C6 1.530(14) 1_555 1_555 no
C5 C9 1.522(16) 1_555 1_555 no
C6 C7 1.407(14) 1_555 1_555 no
C7 C8 1.492(14) 1_555 1_555 no
C7 C23 1.379(13) 1_555 1_555 no
C10 C11 1.449(14) 1_555 1_555 no
C10 C15 1.410(15) 1_555 1_555 no
C11 C12 1.341(16) 1_555 1_555 no
C12 C13 1.409(18) 1_555 1_555 no
C13 C14 1.356(16) 1_555 1_555 no
C14 C15 1.415(14) 1_555 1_555 no
C15 C16 1.413(14) 1_555 1_555 no
C17 C18 1.409(14) 1_555 1_555 no
C17 C22 1.396(14) 1_555 1_555 no
C18 C19 1.385(14) 1_555 1_555 no
C19 C20 1.385(17) 1_555 1_555 no
C20 C21 1.347(15) 1_555 1_555 no
C21 C22 1.451(14) 1_555 1_555 no
C22 C23 1.388(13) 1_555 1_555 no
N1Ac C4Ac 1.144(29) 1_555 1_555 no
C1Ac C2Ac 1.358(34) 1_555 1_555 no
C2Ac C3Ac 1.491(33) 1_555 1_555 no
C3Ac C4Ac 1.405(33) 1_555 1_555 no
