#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2002108.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_2002108
_journal_name_full 'Acta Crystallographica Section C'
_journal_year 1993
_journal_volume 49
_journal_page_first 179
_journal_page_last 182
_publ_section_title
;
5-Chloro-2-hydroxycarbonylmethoxy-1,3-xylyl-18-crown-5 and
5-Chloro-2-ethoxycarbonylmethoxy-1,3-xylyl-18-crown-5
;
loop_
_publ_author_name
'Ferguson, George'
'Kaitner, Branko'
'McKervey, M. Anthony'
'Owens, Michael'
_chemical_name_systematic
;
5-chloro-2-hydroxycarbonylmethoxy-1,3-xylyl-18-crown-5
;
_chemical_name_common ?
_chemical_formula_moiety 'C18 H25 Cl O8 '
_chemical_formula_sum 'C18 H25 Cl O8 '
_chemical_formula_structural ?
_chemical_formula_analytical ?
_chemical_formula_weight 404.84
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M 'P b c a'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2-x,1/2+y,z
1/2+x,1/2-y,-z
x,1/2-y,1/2+z
-x,1/2+y,1/2-z
1/2-x,-y,1/2+z
1/2+x,y,1/2-z
_cell_length_a 13.856(2)
_cell_length_b 18.783(4)
_cell_length_c 15.209(2)
_cell_angle_alpha 90.0
_cell_angle_beta 90.0
_cell_angle_gamma 90.0
_cell_volume 3958.3(11)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 25
_cell_measurement_theta_min 10.00
_cell_measurement_theta_max 15.00
_cell_measurement_temperature 293
_exptl_crystal_description needle
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.35
_exptl_crystal_size_rad ?
_exptl_crystal_density_diffrn 1.359
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 1712
_exptl_absorpt_coefficient_mu 0.23
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min 1.0000
_exptl_absorpt_correction_T_max 1.0000
_diffrn_ambient_temperature 293
_diffrn_radiation_type 'Molybdenum K\a'
_diffrn_radiation_wavelength 0.70930
_diffrn_radiation_source 'xray tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device 'Enraf-Nonius CAD-4'
_diffrn_measurement_method
;\q/2\q scans [\q-scan width (0.6 + 0.35tan\q)\%, \q-scan rate 3.3\%
min^-1^, background counts for 15 s on each side of every scan]
;
_diffrn_reflns_number 4301
_diffrn_reflns_av_R_equivalents 0.000
_diffrn_reflns_av_sigmaI/netI ?
_diffrn_reflns_theta_min 0.00
_diffrn_reflns_theta_max 26.92
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_reduction_process ?
_diffrn_standards_number 3
_diffrn_standards_interval_time 120
_diffrn_standards_decay_% '< 1.0'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 12 3
8 1 1
1 9 1
_reflns_number_total 4301
_reflns_number_observed 1930
_reflns_observed_criterion 'Inet > 3.0\s(Inet)'
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.112
_refine_ls_R_factor_obs 0.036
_refine_ls_wR_factor_all 0.059
_refine_ls_wR_factor_obs 0.048
_refine_ls_goodness_of_fit_all ?
_refine_ls_goodness_of_fit_obs 1.24
_refine_ls_restrained_S_all ?
_refine_ls_restrained_S_obs ?
_refine_ls_number_reflns 1930
_refine_ls_number_parameters 249
_refine_ls_number_restraints ?
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment ?
_refine_ls_weighting_scheme '1/[\s^2^(F)+0.0008F^2^]'
_refine_ls_shift/esd_max 0.001
_refine_ls_shift/esd_mean ?
_refine_diff_density_max 0.20
_refine_diff_density_min -0.21
_refine_ls_extinction_method 'Larson (1970)'
_refine_ls_extinction_coef  473E1(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C ? 0.002 0.002 'International Tables Vol. IV Table 2.2B'
H ? 0.000 0.000 'International Tables Vol. IV Table 2.2B'
Cl ? 0.132 0.159 'International Tables Vol. IV Table 2.2B'
O ? 0.008 0.006 'International Tables Vol. IV Table 2.2B'
##;NRCVAX DATRD2 (Gabe, Le Page, Charland, Lee & White, 1989)
##;
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
Cl 0.50333(7) 0.89173(4) 0.60044(6) 0.0797(5) Uani ? . Cl
C1 0.35520(19) 1.06334(14) 0.75566(17) 0.0449(14) Uani ? . C
C2 0.33193(19) 0.99214(14) 0.77150(17) 0.0440(14) Uani ? . C
C3 0.3768(2)   0.94001(14) 0.72211(17) 0.0496(16) Uani ? . C
C4 0.4439(2)   0.95809(15) 0.65933(17) 0.0507(16) Uani ? . C
C5 0.4668(2)   1.02842(15) 0.64367(18) 0.0521(16) Uani ? . C
C6 0.4221(2)   1.08182(14) 0.69149(18) 0.0465(15) Uani ? . C
C7 0.4461(2)   1.15886(16) 0.67325(19) 0.0582(17) Uani ? . C
O8 0.49328(14) 1.19327(9) 0.74421(14) 0.0517(11) Uani ? . O
C9 0.5876(2)   1.16658(15) 0.76058(19) 0.0539(17) Uani ? . C
C10 0.6274(2)   1.20324(15) 0.8395(2)   0.0574(18) Uani ? . C
O11 0.57928(13) 1.17780(9) 0.91546(12) 0.0526(11) Uani ? . O
C12 0.6084(2)   1.21292(16) 0.9936(2)   0.0588(17) Uani ? . C
C13 0.5644(2)   1.17673(15) 1.07095(19) 0.0593(18) Uani ? . C
O14 0.46227(14) 1.18589(9) 1.06965(12) 0.0534(11) Uani ? . O
C15 0.4145(2)   1.15934(17) 1.14635(19) 0.0653(19) Uani ? . C
C16 0.4016(3) 1.08075(17) 1.1466(2)   0.070(2)   Uani ? . C
O17 0.33303(15) 1.06211(10) 1.08145(12) 0.0619(12) Uani ? . O
C18 0.3186(2)   0.98798(15) 1.0771(2)   0.0623(19) Uani ? . C
C19 0.2579(2)   0.97177(16) 1.00013(19) 0.0618(18) Uani ? . C
O20 0.31356(13) 0.98347(9) 0.92366(12) 0.0516(10) Uani ? . O
C21 0.2630(2)   0.97313(15) 0.84338(19) 0.0545(17) Uani ? . C
O22 0.30339(13) 1.11582(9) 0.79835(13) 0.0552(11) Uani ? . O
C23 0.34527(19) 1.14527(14) 0.87641(18) 0.0476(15) Uani ? . C
C24 0.3259(2)   1.22368(15) 0.8785(2)   0.0488(16) Uani ? . C
O25 0.28043(15) 1.25648(10) 0.82499(15) 0.0694(13) Uani ? . O
O26 0.36141(15) 1.25680(11) 0.94949(16) 0.0598(13) Uani ? . O
H(O26) 0.393(2)   1.2280(17) 0.981(2)   0.088(13) Uiso ? . H
H3 0.361 0.891 0.732 0.0596 Uiso calc . H
H5 0.513 1.040 0.600 0.0620 Uiso calc . H
H7A 0.388 1.184 0.661 0.0682 Uiso calc . H
H7B 0.487 1.161 0.623 0.0682 Uiso calc . H
H9A 0.585 1.117 0.771 0.0639 Uiso calc . H
H9B 0.628 1.176 0.711 0.0639 Uiso calc . H
H10A 0.618 1.253 0.834 0.0674 Uiso calc . H
H10B 0.694 1.194 0.844 0.0674 Uiso calc . H
H12A 0.677 1.211 0.998 0.0688 Uiso calc . H
H12B 0.588 1.261 0.992 0.0688 Uiso calc . H
H13A 0.590 1.197 1.123 0.0693 Uiso calc . H
H13B 0.579 1.127 1.069 0.0693 Uiso calc . H
H15A 0.452 1.172 1.196 0.0753 Uiso calc . H
H15B 0.353 1.181 1.150 0.0753 Uiso calc . H
H16A 0.379 1.066 1.203 0.0796 Uiso calc . H
H16B 0.461 1.058 1.134 0.0796 Uiso calc . H
H18A 0.379 0.965 1.071 0.0723 Uiso calc . H
H18B 0.287 0.972 1.129 0.0723 Uiso calc . H
H19A 0.203 1.002 1.000 0.0718 Uiso calc . H
H19B 0.238 0.924 1.002 0.0718 Uiso calc . H
H21A 0.243 0.925 0.838 0.0645 Uiso calc . H
H21B 0.208 1.003 0.841 0.0645 Uiso calc . H
H23A 0.317 1.123 0.927 0.0576 Uiso calc . H
H23B 0.413 1.137 0.876 0.0576 Uiso calc . H