#------------------------------------------------------------------------------
#$Date: 2025-08-19 08:12:48 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010182.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_2010182
loop_
_publ_author_name
'Wong, W.-T.'
_publ_section_title
;
 <i>N</i>,<i>N</i>'-Bis(methoxycarbonyl)-2,5-dimethylhexane-2,5-diamine
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1796
_journal_page_last               1798
_journal_paper_doi               10.1107/S0108270194001162
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C12 H24 N2 O4'
_chemical_formula_weight         260.33
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 94.390(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2650(10)
_cell_length_b                   9.3540(10)
_cell_length_c                   17.399(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     1503.5(3)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2316
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        0.3
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.08
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      1.151
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.15
_refine_ls_goodness_of_fit_obs   1.33
_refine_ls_hydrogen_treatment    ' refxyz for HN, noref for other H atoms'
_refine_ls_number_parameters     169
_refine_ls_number_reflns         1067
_refine_ls_R_factor_obs          0.048
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 4F~o~^2^/[\s^2^(F~o~^2^) + (0.055F~o~^2^)^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.055
_reflns_number_observed          1067
_reflns_number_total             2104
_reflns_observed_criterion       F~o~>3\s(F~o~)
_cod_data_source_file            hl1050.cif
_cod_data_source_block           hl1050_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w = 4F~o~^2^/[\s^2^(F~o~^2^) +
(0.055F~o~^2^)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 4F~o~^2^/[\s^2^(F~o~^2^) + (0.055F~o~^2^)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1503.5(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2010182
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,1/2-y,1/2+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
O(1) .4637(3) .4017(3) .69010(10)
O(2) .3504(3) .4420(3) .5733(2)
O(3) .7705(3) -.1322(3) .54130(10)
O(4) .8961(3) -.2645(3) .63130(10)
N(1) .3782(3) .2197(3) .6125(2)
N(2) .8774(3) -.0343(3) .6515(2)
C(1) .4273(4) .0975(4) .6615(2)
C(2) .3901(5) -.0373(4) .6141(2)
C(3) .3444(4) .0948(5) .7339(2)
C(4) .4020(4) .3562(4) .6316(2)
C(5) .3718(5) .5928(4) .5841(3)
C(6) .5894(4) .1046(4) .6842(2)
C(7) .6832(4) .1441(4) .6187(2)
C(8) .8456(4) .1188(4) .6360(2)
C(9) .9023(4) .1994(4) .7078(2)
C(10) .9265(5) .1675(4) .5673(2)
C(11) .8407(4) -.1402(4) .6026(2)
C(12) .8632(6) -.3912(4) .5877(3)
H(N1) .330(4) .200(5) .570(2)
H(N2) .924(4) -.056(5) .694(2)
H(2A) .438 -.035 .568
H(2B) .421 -.119 .643
H(2C) .288 -.042 .602
H(3A) .244 .083 .720
H(3B) .379 .016 .765
H(3C) .360 .181 .762
H(5A) .472 .614 .590
H(5B) .329 .644 .541
H(5C) .327 .621 .629
H(6A) .620 .013 .703
H(6B) .605 .173 .725
H(7A) .670 .243 .609
H(7B) .650 .091 .574
H(9A) 1.003 .183 .717
H(9B) .885 .299 .700
H(9C) .854 .167 .751
H(10A) .896 .111 .523
H(10B) .905 .265 .557
H(10C) 1.028 .156 .579
H(12A) .894 -.384 .537
H(12B) .909 -.471 .613
H(12C) .761 -.404 .585
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(4) O(2) C(5) 116.6(3) yes
C(11) O(4) C(12) 117.2(3) yes
C(1) N(1) C(4) 124.1(3) yes
C(8) N(2) C(11) 124.3(3) yes
N(1) C(1) C(2) 106.3(3) yes
N(1) C(1) C(3) 109.7(3) yes
N(1) C(1) C(6) 111.7(3) yes
C(2) C(1) C(3) 108.9(3) yes
C(2) C(1) C(6) 110.6(4) yes
C(3) C(1) C(6) 109.6(3) yes
O(1) C(4) O(2) 122.7(3) yes
O(1) C(4) N(1) 127.3(3) yes
O(2) C(4) N(1) 109.9(3) yes
C(1) C(6) C(7) 114.9(3) yes
C(6) C(7) C(8) 115.1(3) yes
N(2) C(8) C(7) 111.4(3) yes
N(2) C(8) C(9) 106.1(3) yes
N(2) C(8) C(10) 109.1(3) yes
C(7) C(8) C(9) 111.0(3) yes
C(7) C(8) C(10) 109.5(3) yes
C(9) C(8) C(10) 109.6(4) yes
O(3) C(11) O(4) 123.0(3) yes
O(3) C(11) N(2) 127.8(3) yes
O(4) C(11) N(2) 109.4(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(4) 1.207(4) yes
O(2) C(4) 1.352(4) yes
O(2) C(5) 1.435(5) yes
O(3) C(11) 1.208(5) yes
O(4) C(11) 1.351(4) yes
O(4) C(12) 1.428(5) yes
N(1) C(1) 1.476(4) yes
N(1) C(4) 1.333(5) yes
N(2) C(8) 1.483(5) yes
N(2) C(11) 1.333(4) yes
C(1) C(2) 1.531(5) yes
C(1) C(3) 1.527(5) yes
C(1) C(6) 1.525(5) yes
C(6) C(7) 1.530(5) yes
C(7) C(8) 1.530(5) yes
C(8) C(9) 1.518(5) yes
C(8) C(10) 1.528(5) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C(5) O(2) C(4) O(1) -0.2(5) yes
C(5) O(2) C(4) N(1) -178.2(3) yes
C(12) O(4) C(11) O(3) -2.9(5) yes
C(12) O(4) C(11) N(2) 177.8(3) yes
C(4) N(1) C(1) C(2) -174.6(3) yes
C(4) N(1) C(1) C(3) 67.9(4) yes
C(4) N(1) C(1) C(6) -53.8(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139057374
