data_2002109
_journal_name_full 'Acta Crystallographica, Section C'
_journal_year 1993
_journal_volume C49
_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-ethoxycarbonylmethoxy-1,3-xylyl-18-crown-5
;
_chemical_name_common ?
_chemical_formula_moiety 'C20 H29 Cl O8 '
_chemical_formula_sum 'C20 H29 Cl O8 '
_chemical_formula_structural ?
_chemical_formula_analytical ?
_chemical_formula_weight 432.89
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M 'P c a 21'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,y,1/2+z
1/2+x,-y,z
-x,-y,1/2+z
_cell_length_a 17.884(3)
_cell_length_b 8.792(3)
_cell_length_c 13.918(3)
_cell_angle_alpha 90.0
_cell_angle_beta 90.0
_cell_angle_gamma 90.0
_cell_volume 2188.4(10)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 25
_cell_measurement_theta_min 10.00
_cell_measurement_theta_max 18.00
_cell_measurement_temperature 293
_exptl_crystal_description plate
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.08
_exptl_crystal_size_rad ?
_exptl_crystal_density_diffrn 1.314
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 920
_exptl_absorpt_coefficient_mu 0.21
_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 '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 2482
_diffrn_reflns_av_R_equivalents 0.000
_diffrn_reflns_av_sigmaI/netI ?
_diffrn_reflns_theta_min 0.00
_diffrn_reflns_theta_max 26.90
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_h_max 22
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_limit_l_max 17
_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
2 2 1
2 2 -1
2 -2 1
_reflns_number_total 2482
_reflns_number_observed 816
_reflns_observed_criterion 'Inet > 3.0\s(Inet)'
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.189
_refine_ls_R_factor_obs 0.033
_refine_ls_wR_factor_all 0.084
_refine_ls_wR_factor_obs 0.040
_refine_ls_goodness_of_fit_all ?
_refine_ls_goodness_of_fit_obs 1.07
_refine_ls_restrained_S_all ?
_refine_ls_restrained_S_obs ?
_refine_ls_number_reflns 816
_refine_ls_number_parameters 262
_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 0.000
_refine_ls_shift/esd_mean ?
_refine_diff_density_max 0.15
_refine_diff_density_min -0.13
_refine_ls_extinction_method 'Larson (1970)'
_refine_ls_extinction_coef 6054(18)
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Rogers 1.000000
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 0.32614(16) 0.0732(3) 0.00000 0.097(2)   Uani ? . Cl
C1 0.4416(5) -0.1099(9) 0.2619(8) 0.050(6) Uani ? . C
C2 0.3638(5) -0.0940(9) 0.2628(8) 0.052(6) Uani ? . C
C3 0.3291(4) -0.0387(9) 0.1817(9) 0.064(6) Uani ? . C
C4 0.3705(6) 0.0004(9) 0.1011(8) 0.062(6) Uani ? . C
C5 0.4469(6) -0.0186(9) 0.1002(8) 0.063(7) Uani ? . C
C6 0.4838(4) -0.0714(9) 0.1821(8) 0.056(6) Uani ? . C
C7 0.5665(5) -0.0938(10) 0.1809(8) 0.071(6) Uani ? . C
O8 0.5804(3) -0.2510(6) 0.1660(5) 0.058(4) Uani ? . O
C9 0.6557(5) -0.2950(11) 0.1815(7) 0.068(7) Uani ? . C
C10 0.6602(4) -0.4654(12) 0.1788(8) 0.068(7) Uani ? . C
O11 0.6209(3) -0.5234(6) 0.2592(5) 0.059(4) Uani ? . O
C12 0.6149(4) -0.6844(11) 0.2611(8) 0.062(6) Uani ? . C
C13 0.5715(5) -0.7340(10) 0.3462(7) 0.065(6) Uani ? . C
O14 0.4939(3) -0.7035(6) 0.3343(5) 0.062(4) Uani ? . O
C15 0.4519(6) -0.7625(10) 0.4113(7) 0.069(6) Uani ? . C
C16 0.3704(6) -0.7273(11) 0.3969(7) 0.072(7) Uani ? . C
O17 0.3591(3) -0.5727(7) 0.4196(5) 0.064(4) Uani ? . O
C18 0.2835(5) -0.5325(10) 0.4165(8) 0.070(6) Uani ? . C
C19 0.2776(4) -0.3644(10) 0.4261(7) 0.063(6) Uani ? . C
O20 0.3066(3) -0.2953(7) 0.3418(5) 0.063(4) Uani ? . O
C21 0.3193(5) -0.1362(10) 0.3492(8) 0.068(6) Uani ? . C
O22 0.4779(3) -0.1481(6) 0.3461(5) 0.059(4) Uani ? . O
C23 0.4895(4) -0.3067(9) 0.3662(7) 0.054(6) Uani ? . C
C24 0.4893(5) -0.3212(10) 0.4752(7) 0.048(5) Uani ? . C
O25 0.4486(3) -0.2531(7) 0.5267(5) 0.064(4) Uani ? . O
O26 0.5403(3) -0.4222(6) 0.5019(4) 0.057(4) Uani ? . O
C27 0.5472(5) -0.4479(11) 0.6047(8) 0.073(7) Uani ? . C
C28 0.6181(6) -0.5116(16) 0.6270(8) 0.116(9) Uani ? . C
H3 0.276 -0.027 0.181 0.0733 Uiso calc . H
H5 0.475 0.004 0.044 0.0731 Uiso calc . H
H7A 0.587 -0.062 0.241 0.0807 Uiso calc . H
H7B 0.588 -0.036 0.130 0.0807 Uiso calc . H
H9A 0.686 -0.253 0.132 0.0779 Uiso calc . H
H9B 0.672 -0.259 0.242 0.0779 Uiso calc . H
H10A 0.711 -0.497 0.182 0.0781 Uiso calc . H
H10B 0.638 -0.502 0.121 0.0781 Uiso calc . H
H12A 0.590 -0.718 0.205 0.0716 Uiso calc . H
H12B 0.664 -0.727 0.264 0.0716 Uiso calc . H
H13A 0.589 -0.681 0.401 0.0749 Uiso calc . H
H13B 0.578 -0.840 0.355 0.0749 Uiso calc . H
H15A 0.459 -0.870 0.414 0.0790 Uiso calc . H
H15B 0.469 -0.718 0.470 0.0790 Uiso calc . H
H16A 0.341 -0.789 0.438 0.0823 Uiso calc . H
H16B 0.357 -0.745 0.332 0.0823 Uiso calc . H
H18A 0.262 -0.564 0.357 0.0796 Uiso calc . H
H18B 0.257 -0.580 0.468 0.0796 Uiso calc . H
H19A 0.306 -0.332 0.480 0.0734 Uiso calc . H
H19B 0.227 -0.336 0.434 0.0734 Uiso calc . H
H21A 0.273 -0.083 0.350 0.0776 Uiso calc . H
H21B 0.346 -0.114 0.406 0.0776 Uiso calc . H
H23A 0.450 -0.366 0.339 0.0637 Uiso calc . H
H23B 0.536 -0.339 0.341 0.0637 Uiso calc . H
H27A 0.509 -0.516 0.625 0.0831 Uiso calc . H
H27B 0.542 -0.354 0.637 0.0831 Uiso calc . H
H28C 0.622 -0.528 0.694 0.1257 Uiso calc . H
H28A 0.624 -0.606 0.595 0.1257 Uiso calc . H
H28B 0.657 -0.444 0.607 0.1257 Uiso calc . H