#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/39/2103913.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_2103913
loop_
_publ_author_name
'Pinheiro, Carlos Basílio'
'Gardon, Manuel'
'Chapuis, Gervais'
_publ_section_title
;
 Structural changes of hexamethylenetetramine and undecanedioic acid
 co-crystal (HMT-C11) as a function of the temperature
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              416
_journal_page_last               427
_journal_paper_doi               10.1107/S0108768103007754
_journal_volume                  59
_journal_year                    2003
_chemical_formula_sum            'C17 H32 N4 O4'
_chemical_formula_weight         356.5
_chemical_name_systematic        ' ?'
_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
_cell_angle_beta                 103.362(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.9167(3)
_cell_length_b                   28.329(2)
_cell_length_c                   23.6603(12)
_cell_measurement_reflns_used    33682
_cell_measurement_temperature    273
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      1.91
_cell_volume                     3858.4(4)
_computing_cell_refinement       'kM4 - Oxford Diffraction'
_computing_data_collection       'kM4 - Oxford Diffraction'
_computing_data_reduction        Xprep
_computing_molecular_graphics    Xp
_computing_publication_material  '(Jana2000; Petricek and Dusek, 2000)'
_computing_structure_refinement  '(Jana2000; Petricek and Dusek, 2000)'
_computing_structure_solution    Shelxs97
_diffrn_ambient_temperature      273
_diffrn_measurement_device_type  Stoe-IPDS
_diffrn_measurement_method       Oscillation
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_source         'Sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            33682
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.22688(13)
_exptl_crystal_description       Platelets
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     439
_refine_ls_number_reflns         7042
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.0018
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0815
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                4516
_reflns_number_total             7042
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na0146.cif
_cod_data_source_block           273K
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'None' changed to 'none' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'None' changed to 'none'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'Mixed' changed to
'mixed' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3858.5(4)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               2103913
_cod_database_fobs_code          2103913
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 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_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
O1a 1.9758(5) 0.35523(9) 1.07100(11) 0.0628(5) Uani d 1 O
Ho1a 2.006(4) 0.3268(8) 1.0993(9) 0.088513(3) Uiso d 1 H
O2a 1.6228(5) 0.32897(10) 1.05243(12) 0.0861(6) Uani d 1 O
O3a 0.2653(5) 0.63477(10) 0.65771(12) 0.0751(6) Uani d 1 O
Ho3a 0.148(4) 0.6599(9) 0.6475(10) 0.108466(4) Uiso d 1 H
O4a 0.2691(6) 0.65298(13) 0.74417(12) 0.1234(9) Uani d 1 O
C1a 1.7592(4) 0.35702(6) 1.04376(7) 0.0434(7) Uani d 1 C
C2a 1.7024(3) 0.39606(5) 1.00027(6) 0.0499(6) Uani d 1 C
H2aa 1.7263 0.3836 0.9636 0.072319(4) Uiso d 1 H
H2ab 1.8101 0.4219 1.012 0.072319(4) Uiso d 1 H
C3a 1.4566(3) 0.41404(5) 0.98873(6) 0.0505(6) Uani d 1 C
H3ab 1.4309 0.4288 1.0246 0.073553(4) Uiso d 1 H
H3aa 1.3516 0.388 0.9786 0.073553(4) Uiso d 1 H
C4a 1.4036(3) 0.44943(5) 0.93954(6) 0.0515(6) Uani d 1 C
H4ab 1.5191 0.4747 0.9479 0.075014(4) Uiso d 1 H
H4aa 1.4211 0.4337 0.9044 0.075014(4) Uiso d 1 H
C5a 1.1643(3) 0.47103(5) 0.92774(6) 0.0500(6) Uani d 1 C
H5ab 1.1476 0.4881 0.9624 0.072684(4) Uiso d 1 H
H5aa 1.0479 0.4455 0.9208 0.072684(4) Uiso d 1 H
C6a 1.1162(3) 0.50418(6) 0.87599(6) 0.0529(6) Uani d 1 C
H6ab 1.2359 0.5285 0.8827 0.076691(4) Uiso d 1 H
H6aa 1.1298 0.4861 0.8416 0.076691(4) Uiso d 1 H
C7a 0.8801(3) 0.52746(6) 0.86236(6) 0.0509(6) Uani d 1 C
H7ab 0.8671 0.5491 0.8934 0.073813(4) Uiso d 1 H
H7aa 0.762 0.5033 0.8606 0.073813(4) Uiso d 1 H
C8a 0.8314(3) 0.55419(6) 0.80521(6) 0.0537(6) Uani d 1 C
H8ab 0.954 0.5773 0.8068 0.078123(5) Uiso d 1 H
H8aa 0.8366 0.5323 0.7732 0.078123(5) Uiso d 1 H
C9a 0.6014(3) 0.58009(6) 0.79002(6) 0.0506(6) Uani d 1 C
H9ab 0.4757 0.5587 0.7936 0.073792(4) Uiso d 1 H
H9aa 0.6048 0.6059 0.8171 0.073792(4) Uiso d 1 H
Caa 0.5512(3) 0.59902(5) 0.72863(6) 0.0487(6) Uani d 1 C
Haab 0.6864 0.6166 0.7234 0.070899(4) Uiso d 1 H
Haaa 0.5272 0.5727 0.701 0.070899(4) Uiso d 1 H
Cba 0.3470(3) 0.63140(6) 0.71219(8) 0.0469(7) Uani d 1 C
O1b 1.9769(5) 0.36508(9) 0.83139(11) 0.0657(6) Uani d 1 O
Ho1b 2.010(4) 0.3384(8) 0.8641(9) 0.098203(4) Uiso d 1 H
O2b 1.6226(5) 0.35855(11) 0.83976(12) 0.0926(7) Uani d 1 O
O3b 0.2679(5) 0.62508(9) 0.38978(11) 0.0632(5) Uani d 1 O
Ho3b 0.134(4) 0.6476(8) 0.3778(9) 0.095453(4) Uiso d 1 H
O4b 0.1826(6) 0.62623(11) 0.47376(11) 0.0941(7) Uani d 1 O
C1b 1.7570(4) 0.37585(5) 0.81655(6) 0.0413(6) Uani d 1 C
C2b 1.6980(3) 0.40987(5) 0.76704(6) 0.0474(6) Uani d 1 C
H2ba 1.7156 0.3927 0.732 0.070715(4) Uiso d 1 H
H2bb 1.8138 0.4351 0.7745 0.070715(4) Uiso d 1 H
C3b 1.4571(3) 0.43075(5) 0.75559(6) 0.0461(6) Uani d 1 C
H3bb 1.4481 0.453 0.787 0.068778(4) Uiso d 1 H
H3ba 1.3456 0.406 0.7554 0.068778(4) Uiso d 1 H
C4b 1.3940(3) 0.45679(5) 0.69811(6) 0.0495(6) Uani d 1 C
H4bb 1.5118 0.4806 0.6981 0.073872(5) Uiso d 1 H
H4ba 1.4015 0.4345 0.6667 0.073872(5) Uiso d 1 H
C5b 1.1575(3) 0.48002(6) 0.68401(6) 0.0515(6) Uani d 1 C
H5bb 1.1533 0.5049 0.7126 0.076408(4) Uiso d 1 H
H5ba 1.0392 0.4565 0.6871 0.076408(4) Uiso d 1 H
C6b 1.0949(3) 0.50185(6) 0.62393(6) 0.0520(6) Uani d 1 C
H6bb 1.2171 0.5238 0.6202 0.077165(4) Uiso d 1 H
H6ba 1.0918 0.4767 0.5954 0.077165(4) Uiso d 1 H
C7b 0.8649(3) 0.52747(6) 0.60853(6) 0.0511(6) Uani d 1 C
H7bb 0.8701 0.5544 0.6356 0.075022(4) Uiso d 1 H
H7ba 0.7423 0.5065 0.6143 0.075022(4) Uiso d 1 H
C8b 0.8037(3) 0.54536(6) 0.54652(6) 0.0498(6) Uani d 1 C
H8bb 0.9243 0.5681 0.5418 0.073393(4) Uiso d 1 H
H8ba 0.8089 0.5189 0.5205 0.073393(4) Uiso d 1 H
C9b 0.5701(3) 0.56915(5) 0.52764(6) 0.0473(6) Uani d 1 C
H9bb 0.4482 0.5465 0.5328 0.069516(4) Uiso d 1 H
H9ba 0.5644 0.5961 0.5521 0.069516(4) Uiso d 1 H
Cab 0.5198(3) 0.58513(5) 0.46504(6) 0.0480(6) Uani d 1 C
Habb 0.6463 0.6034 0.4594 0.071368(4) Uiso d 1 H
Haba 0.5097 0.5574 0.44 0.071368(4) Uiso d 1 H
Cbb 0.3048(3) 0.61364(5) 0.44434(8) 0.0424(6) Uani d 1 C
N1a -0.09584(16) 0.78724(3) 0.60207(4) 0.0387(3) Uani d 1 N
N2a -0.1761(3) 0.73493(5) 0.51795(6) 0.0413(3) Uani d 1 N
N3a -0.0415(3) 0.70226(5) 0.61512(6) 0.0402(3) Uani d 1 N
N4a -0.4309(3) 0.73479(5) 0.58574(6) 0.0428(3) Uani d 1 N
Cca 0.0448(3) 0.74947(6) 0.63595(6) 0.0406(4) Uani d 1 C
Hcba 0.20472(16) 0.75269(3) 0.63230(4) 0.0534(7) Uani d 1 H
Hcaa 0.04063(16) 0.75249(3) 0.67694(4) 0.0520(6) Uani d 1 H
Cda -0.3373(3) 0.78114(6) 0.60669(6) 0.0420(4) Uani d 1 C
Hdaa -0.34337(16) 0.78489(3) 0.64743(4) 0.0527(6) Uani d 1 H
Hdba -0.43338(16) 0.80583(3) 0.58262(4) 0.0557(6) Uani d 1 H
Cea -0.0876(3) 0.78110(6) 0.54070(6) 0.0440(4) Uani d 1 C
Heaa -0.18586(16) 0.80591(3) 0.51717(4) 0.0587(6) Uani d 1 H
Heba 0.07135(16) 0.78422(3) 0.53756(4) 0.0569(6) Uani d 1 H
Cfa -0.0357(3) 0.69858(6) 0.55317(7) 0.0429(4) Uani d 1 C
Hfaa 0.12614(16) 0.70179(3) 0.54952(4) 0.0548(6) Uani d 1 H
Hfba -0.09807(16) 0.66721(3) 0.53818(4) 0.0566(7) Uani d 1 H
Cga -0.2843(3) 0.69868(6) 0.61980(7) 0.0456(4) Uani d 1 C
Hgaa -0.34912(16) 0.66728(3) 0.60430(4) 0.0618(7) Uani d 1 H
Hgba -0.29035(16) 0.70174(3) 0.66134(4) 0.0583(6) Uani d 1 H
Cha -0.4154(3) 0.73008(6) 0.52487(7) 0.0462(4) Uani d 1 C
Hhba -0.47717(16) 0.69815(3) 0.50893(4) 0.0614(6) Uani d 1 H
Hhaa -0.51225(16) 0.75536(3) 0.50061(4) 0.0605(6) Uani d 1 H
N1b -0.10105(16) 0.77778(3) 0.36304(4) 0.0388(4) Uani d 1 N
N2b -0.1806(3) 0.74242(5) 0.26649(6) 0.0447(3) Uani d 1 N
N3b -0.0494(3) 0.69312(5) 0.35211(6) 0.0395(3) Uani d 1 N
N4b -0.4377(3) 0.72666(5) 0.33152(6) 0.0426(3) Uani d 1 N
Ccb 0.0378(3) 0.73584(6) 0.38580(6) 0.0389(4) Uani d 1 C
Hcbb 0.19816(16) 0.74124(3) 0.38362(4) 0.0493(7) Uani d 1 H
Hcab 0.03255(16) 0.73079(3) 0.42642(4) 0.0509(6) Uani d 1 H
Cdb -0.3432(3) 0.76859(6) 0.36510(6) 0.0424(4) Uani d 1 C
Hdab -0.35033(16) 0.76428(3) 0.40569(4) 0.0542(6) Uani d 1 H
Hdbb -0.43807(16) 0.79634(3) 0.34835(4) 0.0557(6) Uani d 1 H
Ceb -0.0913(3) 0.78378(6) 0.30175(6) 0.0464(4) Uani d 1 C
Heab -0.18831(16) 0.81152(3) 0.28555(4) 0.0626(6) Uani d 1 H
Hebb 0.06813(16) 0.78898(3) 0.30005(4) 0.0592(6) Uani d 1 H
Cfb -0.0420(3) 0.70161(6) 0.29094(7) 0.0441(4) Uani d 1 C
Hfab 0.12035(16) 0.70702(3) 0.28878(4) 0.0553(6) Uani d 1 H
Hfbb -0.10486(16) 0.67339(3) 0.26743(4) 0.0592(7) Uani d 1 H
Cgb -0.2928(3) 0.68636(6) 0.35493(7) 0.0462(4) Uani d 1 C
Hgab -0.35818(16) 0.65819(3) 0.33091(4) 0.0626(7) Uani d 1 H
Hgbb -0.29995(16) 0.68122(3) 0.39611(4) 0.0603(6) Uani d 1 H
Chb -0.4206(3) 0.73404(6) 0.27114(7) 0.0473(4) Uani d 1 C
Hhbb -0.48287(16) 0.70546(3) 0.24655(4) 0.0627(6) Uani d 1 H
Hhab -0.51617(16) 0.76238(3) 0.25437(4) 0.0615(6) Uani d 1 H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
H 0.000 0.000 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
N 0.006 0.003 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
O 0.011 0.006 'International Tables Vol C Tables  4.2.6.8 and 6.1.1.4'
