#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/59/2005948.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_2005948
loop_
_publ_author_name
'Rowan, K. R.'
'Holt, E. M.'
_publ_section_title
;
 3-Ethoxycarbonyl-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)pyridinium
 Nitrate, Dineopentyl
 2,6-Dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate and Dihexyl
 2,6-Dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              257
_journal_page_last               261
_journal_paper_doi               10.1107/S010827019601181X
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'C25 H32 N2 O6'
_chemical_formula_moiety         'C25 H32 N2 O6'
_chemical_formula_sum            'C25 H32 N2 O6'
_chemical_formula_weight         456.5
_chemical_name_systematic
;
dineopentyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 108.46(1)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   17.736(3)
_cell_length_b                   6.139(1)
_cell_length_c                   24.756(4)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    298
_cell_measurement_theta_max      12.83
_cell_measurement_theta_min      3.65
_cell_volume                     2556.8(7)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'XP (Siemens, 1990)'
_computing_structure_refinement  'SHELXS86 (Sheldrick, 1990)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measurement_device       'Syntex P4 4-circle'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            5973
_diffrn_reflns_theta_max         22.5
_diffrn_reflns_theta_min         3.5
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_time  97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     insignificant
_refine_ls_goodness_of_fit_obs   1.26
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5973
_refine_ls_R_factor_obs          0.0578
_refine_ls_shift/esd_max         0.011
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0008F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0654
_reflns_number_observed          1486
_reflns_number_total             4511
_reflns_observed_criterion       F>5.0\s(F)
_cod_data_source_file            pa1238.cif
_cod_data_source_block           holt2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0008F^2^]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.0008F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2556.8(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2005948
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,1/2+y,1/2-z
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
N(1) -0.4538(3) -0.7460(9) -0.0410(2) 0.052(2) Uani d .
C(2) -0.4123(4) -0.6532(13) 0.0086(2) 0.049(3) Uani d .
C(2') -0.4275(4) -0.7494(12) 0.0604(2) 0.066(3) Uani d .
H(2'A) -0.4685 -0.8576 0.0481 0.080 Uiso calc R
H(2'B) -0.3799 -0.8156 0.0849 0.080 Uiso calc R
H(2'C) -0.4445 -0.6364 0.0807 0.080 Uiso calc R
H(2'E) -0.4188 -0.9289 0.0703 0.080 Uiso calc R
H(2'D) -0.4067 -0.6361 0.1004 0.080 Uiso calc R
H(2'F) -0.4997 -0.7337 0.0492 0.080 Uiso calc R
C(3) -0.3556(3) -0.4936(12) 0.0128(2) 0.048(3) Uani d .
C(3') -0.3081(4) -0.4038(12) 0.0694(2) 0.052(3) Uani d .
O(3') -0.3347(3) -0.3028(10) 0.1001(2) 0.093(3) Uani d .
O(3") -0.2318(2) -0.4535(8) 0.0816(2) 0.058(2) Uani d .
C(4) -0.3413(3) -0.4190(11) -0.0376(2) 0.046(3) Uani d .
C(5) -0.3865(3) -0.5164(12) -0.0887(2) 0.044(3) Uani d .
C(5') -0.3776(4) -0.4328(15) -0.1436(3) 0.054(3) Uani d .
O(5') -0.4000(3) -0.2600(10) -0.1634(2) 0.087(3) Uani d .
O(5") -0.3408(2) -0.5791(8) -0.1659(2) 0.059(2) Uani d .
C(6) -0.4413(3) -0.6755(13) -0.0888(2) 0.051(3) Uani d .
C(6') -0.4919(3) -0.7858(12) -0.1424(2) 0.068(3) Uani d .
H(6'A) -0.5259 -0.8933 -0.1340 0.080 Uiso calc R
H(6'B) -0.5238 -0.6773 -0.1672 0.080 Uiso calc R
H(6'C) -0.4577 -0.8543 -0.1606 0.080 Uiso calc R
H(6'E) -0.4832 -0.7085 -0.1734 0.080 Uiso calc R
H(6'D) -0.5410 -0.8110 -0.1417 0.080 Uiso calc R
H(6'F) -0.4685 -0.9268 -0.1423 0.080 Uiso calc R
C(7) -0.2802(3) -0.2546(12) -0.0354(2) 0.044(3) Uani d .
C(8) -0.2790(4) -0.0554(14) -0.0098(3) 0.057(3) Uani d .
H(8A) -0.3196 -0.0241 0.0072 0.080 Uiso calc R
C(9) -0.2209(4) 0.0976(13) -0.0073(3) 0.067(3) Uani d .
H(9A) -0.2210 0.2339 0.0117 0.080 Uiso calc R
C(10) -0.1618(4) 0.0541(14) -0.0308(3) 0.065(3) Uani d .
H(10A) -0.1209 0.1576 -0.0302 0.080 Uiso calc R
C(11) -0.1651(4) -0.1436(15) -0.0574(3) 0.059(3) Uani d .
C(12) -0.2208(4) -0.3006(12) -0.0600(2) 0.052(3) Uani d .
H(12A) -0.2199 -0.4373 -0.0786 0.080 Uiso calc R
C(13) -0.1795(3) -0.3568(13) 0.1335(3) 0.067(3) Uani d .
H(13A) -0.1955 -0.4012 0.1654 0.080 Uiso calc R
H(13B) -0.1821 -0.2008 0.1308 0.080 Uiso calc R
C(14) -0.0951(4) -0.4321(16) 0.1418(3) 0.071(4) Uani d .
C(15) -0.0708(4) -0.3632(16) 0.0905(3) 0.120(5) Uani d .
H(15A) -0.1021 -0.4365 0.0565 0.080 Uiso calc R
H(15B) -0.0792 -0.2089 0.0859 0.080 Uiso calc R
H(15C) -0.0156 -0.3952 0.0973 0.080 Uiso calc R
C(16) -0.0886(4) -0.6705(16) 0.1480(3) 0.088(4) Uani d .
H(16A) -0.1209 -0.7387 0.1135 0.080 Uiso calc R
H(16B) -0.0343 -0.7159 0.1560 0.080 Uiso calc R
H(16C) -0.1072 -0.7122 0.1789 0.080 Uiso calc R
C(17) -0.0430(4) -0.3178(16) 0.1950(3) 0.128(5) Uani d .
H(17A) -0.0581 -0.3659 0.2270 0.080 Uiso calc R
H(17B) 0.0122 -0.3498 0.2015 0.080 Uiso calc R
H(17C) -0.0514 -0.1636 0.1901 0.080 Uiso calc R
C(18) -0.3222(4) -0.5042(13) -0.2165(3) 0.068(3) Uani d .
H(18A) -0.2814 -0.3950 -0.2061 0.080 Uiso calc R
H(18B) -0.3686 -0.4432 -0.2439 0.080 Uiso calc R
C(19) -0.2935(4) -0.6968(14) -0.2422(3) 0.065(3) Uani d .
C(20) -0.3606(5) -0.8528(15) -0.2663(3) 0.111(5) Uani d .
H(20A) -0.3772 -0.9155 -0.2364 0.080 Uiso calc R
H(20B) -0.4040 -0.7736 -0.2919 0.080 Uiso calc R
H(20C) -0.3443 -0.9666 -0.2868 0.080 Uiso calc R
C(21) -0.2261(5) -0.8104(16) -0.2000(3) 0.117(5) Uani d .
H(21A) -0.2437 -0.8702 -0.1702 0.080 Uiso calc R
H(21B) -0.2065 -0.9253 -0.2182 0.080 Uiso calc R
H(21C) -0.1844 -0.7069 -0.1840 0.080 Uiso calc R
C(22) -0.2661(5) -0.6019(15) -0.2908(3) 0.105(5) Uani d .
H(22A) -0.2223 -0.5042 -0.2752 0.080 Uiso calc R
H(22B) -0.2501 -0.7165 -0.3112 0.080 Uiso calc R
H(22C) -0.3098 -0.5235 -0.3163 0.080 Uiso calc R
N(2) -0.1021(5) -0.1908(18) -0.0836(4) 0.112(5) Uani d .
O(1) -0.0501(4) -0.0649(13) -0.0779(3) 0.155(5) Uani d .
O(2) -0.1133(4) -0.3450(16) -0.1143(4) 0.166(5) Uani d .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O 0.0 0.0 '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_publ_flag
C(2) N(1) C(6) 118.2(6) no
N(1) C(2) C(2') 114.5(6) no
N(1) C(2) C(3) 123.1(6) no
C(2') C(2) C(3) 122.2(5) no
C(2) C(3) C(3') 120.9(6) no
C(2) C(3) C(4) 119.1(5) no
C(3') C(3) C(4) 120.0(6) no
C(3) C(3') O(3') 125.0(6) no
C(3) C(3') O(3") 111.1(6) no
O(3') C(3') O(3") 123.9(5) no
C(3') O(3") C(13) 115.3(5) no
C(3) C(4) C(5) 116.5(6) no
C(3) C(4) C(7) 121.4(5) no
C(5) C(4) C(7) 122.1(6) no
C(4) C(5) C(5') 118.5(6) no
C(4) C(5) C(6) 120.4(6) no
C(5') C(5) C(6) 121.0(5) no
C(5) C(5') O(5') 124.2(8) no
C(5) C(5') O(5") 110.4(7) no
O(5') C(5') O(5") 125.4(7) no
C(5') O(5") C(18) 114.5(6) no
N(1) C(6) C(5) 122.7(5) no
N(1) C(6) C(6') 114.3(6) no
C(5) C(6) C(6') 122.9(6) no
C(4) C(7) C(8) 122.1(6) no
C(4) C(7) C(12) 119.5(6) no
C(8) C(7) C(12) 118.4(7) no
C(7) C(8) C(9) 121.9(7) no
C(8) C(9) C(10) 120.4(7) no
C(9) C(10) C(11) 116.8(7) no
C(10) C(11) C(12) 124.5(7) no
C(10) C(11) N(2) 117.2(8) no
C(12) C(11) N(2) 118.3(8) no
C(7) C(12) C(11) 118.0(7) no
O(3") C(13) C(14) 108.7(6) no
C(13) C(14) C(15) 109.3(6) no
C(13) C(14) C(16) 111.1(7) no
C(15) C(14) C(16) 109.2(7) no
C(13) C(14) C(17) 106.3(7) no
C(15) C(14) C(17) 109.8(7) no
C(16) C(14) C(17) 111.3(6) no
O(5") C(18) C(19) 108.2(6) no
C(18) C(19) C(20) 109.8(7) no
C(18) C(19) C(21) 112.1(6) no
C(20) C(19) C(21) 109.9(7) no
C(18) C(19) C(22) 105.3(7) no
C(20) C(19) C(22) 109.6(6) no
C(21) C(19) C(22) 110.0(7) no
C(11) N(2) O(1) 119.3(10) no
C(11) N(2) O(2) 115.9(9) no
O(1) N(2) O(2) 124.3(11) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) . C(2) . 1.341(7) yes
N(1) . C(6) . 1.344(9) yes
C(2) . C(2') . 1.512(9) yes
C(2) . C(3) . 1.384(10) yes
C(3) . C(3') . 1.493(8) yes
C(3) . C(4) . 1.424(9) yes
C(3') . O(3') . 1.187(9) yes
C(3') . O(3") . 1.326(7) yes
O(3") . C(13) . 1.452(7) yes
C(4) . C(5) . 1.399(8) yes
C(4) . C(7) . 1.470(9) yes
C(5) . C(5') . 1.508(10) yes
C(5) . C(6) . 1.377(10) yes
C(5') . O(5') . 1.182(11) yes
C(5') . O(5") . 1.328(10) yes
O(5") . C(18) . 1.469(8) yes
C(6) . C(6') . 1.507(8) yes
C(7) . C(8) . 1.374(11) yes
C(7) . C(12) . 1.403(10) yes
C(8) . C(9) . 1.382(11) yes
C(9) . C(10) . 1.378(11) yes
C(10) . C(11) . 1.373(12) yes
C(11) . C(12) . 1.367(11) yes
C(11) . N(2) . 1.487(13) yes
C(13) . C(14) . 1.517(10) yes
C(14) . C(15) . 1.525(12) yes
C(14) . C(16) . 1.472(14) yes
C(14) . C(17) . 1.519(10) yes
C(18) . C(19) . 1.505(12) yes
C(19) . C(20) . 1.497(12) yes
C(19) . C(21) . 1.488(10) yes
C(19) . C(22) . 1.548(12) yes
N(2) . O(1) . 1.178(12) yes
N(2) . O(2) . 1.191(14) yes
