#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010224.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010224
loop_
_publ_author_name
'Rodier, N.'
'Belaissaoui, A.'
'Morpain, C.'
'Laude, B.'
_publ_section_title
;
 3-M\'ethoxycarbonyl-5-\'ethoxycarbonyl-1-(2,2,2-trichloro-1-\'ethoxycarbonylamino\'ethyl)pyrazole,
 C~13~H~16~Cl~3~N~3~O~6~
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1762
_journal_page_last               1764
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C13 H16 Cl3 N3 O6'
_chemical_formula_sum            'C13 H16 Cl3 N3 O6'
_chemical_formula_weight         416.65
_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           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 103.78(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   19.573(6)
_cell_length_b                   7.333(2)
_cell_length_c                   27.310(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    273
_cell_measurement_theta_max      12.12
_cell_measurement_theta_min      8.21
_cell_volume                     3807.0(18)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            2386
_diffrn_reflns_theta_max         22
_diffrn_standards_decay_%        -4.7
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blanche
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       'tronc de pyramide'
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.31(5)
_refine_diff_density_min         -0.19(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.353
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     265
_refine_ls_number_reflns         1498
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.07
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      1/\s^2^(F)
_refine_ls_wR_factor_obs         0.044
_reflns_number_observed          1498
_reflns_number_total             2386
_reflns_observed_criterion       I>=2\s(I)
_[local]_cod_data_source_file    pa1092.cif
_[local]_cod_data_source_block   pa1092_structure_1_of_1
_cod_original_cell_volume        3807(3)
_cod_database_code               2010224
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,1/2+z
-x,-y,-z
-x,y,1/2-z
1/2+x,1/2+y,z
1/2+x,1/2-y,1/2+z
1/2-x,1/2-y,-z
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
N(1) .4546(2) .5688(5) .59970(10) .0420(10)
N(2) .5158(2) .6578(5) .61010(10) .0430(10)
C(3) .5209(2) .7328(6) .56650(10) .0420(10)
C(4) .4626(2) .6915(6) .52820(10) .0490(10)
C(5) .4201(2) .5870(6) .54950(10) .0420(10)
C(6) .4354(2) .4586(6) .63910(10) .0490(10)
N(7) .4463(2) .5604(5) .68520(10) .0500(10)
C(8) .3906(2) .5975(7) .7053(2) .0560(10)
O(9) .3322(2) .5432(6) .68930(10) .0870(10)
O(10) .41200(10) .7014(4) .74640(10) .0692(9)
C(11) .3576(2) .7451(9) .7732(2) .0800(10)
C(12) .3139(3) .9004(8) .7493(2) .104(3)
C(13) .4761(2) .2766(7) .6462(2) .0570(10)
Cl(14) .46436(7) .1677(2) .58746(4) .0754(4)
Cl(15) .43938(8) .1377(2) .68636(5) .0906(5)
Cl(16) .56625(7) .3047(2) .67379(5) .0790(5)
C(17) .5801(2) .8470(6) .56240(10) .0510(10)
O(18) .5878(2) .9077(5) .52320(10) .0780(10)
O(19) .6237(2) .8818(5) .60650(10) .0730(10)
C(20) .6802(3) 1.0130(10) .6062(2) .104(3)
C(21) .3498(2) .5092(6) .5281(2) .0570(10)
O(22) .3147(2) .4276(5) .55110(10) .0750(10)
O(23) .3301(2) .5450(5) .47930(10) .0850(10)
C(24) .2583(3) .4779(9) .4545(2) .136(3)
C(25) .2418(5) .5370(10) .4051(3) .265(3)
H(4) .455(2) .735(7) .496(2) 5.1
H(6) .386(2) .435(6) .629(2) 5.1
H(7) .482(2) .609(6) .695(2) 5.1
H(11) .383(3) .789(8) .802(2) 8.2
H'(11) .325(3) .642(7) .779(2) 8.2
H(12) .285(3) .854(9) .713(2) 10.7
H'(12) .281(3) .920(9) .771(2) 10.7
H"(12) .339(3) 1.012(9) .747(2) 10.7
H(20) .702(3) 1.043(9) .640(2) 10.5
H'(20) .713(3) .936(9) .597(2) 10.5
H"(20) .678(3) 1.040(10) .582(2) 10.5
H(24) .216(4) .590(10) .462(3) 14.0
H'(24) .260(4) .350(10) .462(3) 14.0
H(25) .246 .670 .409 25.9
H'(25) .280 .485 .390 25.9
H"(25) .198 .499 .387 25.9
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(2) N(1) C(5) 111.4(3) yes
N(2) N(1) C(6) 119.2(3) yes
C(5) N(1) C(6) 129.2(3) yes
N(1) N(2) C(3) 105.4(3) yes
N(2) C(3) C(4) 111.2(4) yes
N(2) C(3) C(17) 122.4(3) yes
C(4) C(3) C(17) 126.5(4) yes
C(3) C(4) C(5) 106.1(3) yes
N(1) C(5) C(4) 105.9(3) yes
N(1) C(5) C(21) 122.9(4) yes
C(4) C(5) C(21) 131.1(3) yes
N(1) C(6) N(7) 110.3(3) yes
N(1) C(6) C(13) 110.8(3) yes
N(7) C(6) C(13) 112.1(3) yes
C(6) N(7) C(8) 119.5(3) yes
N(7) C(8) O(9) 125.2(4) yes
N(7) C(8) O(10) 109.3(3) yes
O(9) C(8) O(10) 125.5(4) yes
C(8) O(10) C(11) 115.1(3) yes
O(10) C(11) C(12) 111.1(4) yes
C(6) C(13) Cl(14) 109.1(3) yes
C(6) C(13) Cl(15) 107.7(3) yes
C(6) C(13) Cl(16) 112.8(3) yes
Cl(14) C(13) Cl(15) 108.7(2) yes
Cl(14) C(13) Cl(16) 110.1(3) yes
Cl(15) C(13) Cl(16) 108.4(2) yes
C(3) C(17) O(18) 123.6(3) yes
C(3) C(17) O(19) 113.1(3) yes
O(18) C(17) O(19) 123.2(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) N(2) 1.334(4) yes
N(1) C(5) 1.384(4) yes
N(1) C(6) 1.465(5) yes
N(2) C(3) 1.335(5) yes
C(3) C(4) 1.386(5) yes
C(3) C(17) 1.456(6) yes
C(4) C(5) 1.359(6) yes
C(5) C(21) 1.475(6) yes
C(6) N(7) 1.434(5) yes
C(6) C(13) 1.542(6) yes
N(7) C(8) 1.361(6) yes
C(8) O(9) 1.191(5) yes
C(8) O(10) 1.338(5) yes
O(10) C(11) 1.465(6) yes
C(11) C(12) 1.479(8) yes
C(13) Cl(14) 1.758(4) yes
C(13) Cl(15) 1.769(5) yes
C(13) Cl(16) 1.759(4) yes
C(17) O(18) 1.200(5) yes
C(17) O(19) 1.324(4) yes
O(19) C(20) 1.468(7) yes
C(21) O(22) 1.195(6) yes
C(21) O(23) 1.324(5) yes
O(23) C(24) 1.489(7) yes
C(24) C(25) 1.380(10) yes