#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/39/2103912.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_2103912
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                 103.270(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.9124(3)
_cell_length_b                   28.1691(19)
_cell_length_c                   23.6231(11)
_cell_measurement_reflns_used    33424
_cell_measurement_temperature    243
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      1.91
_cell_volume                     3829.3(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      243
_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  0.0644
_diffrn_reflns_av_sigmaI/netI    0.0354
_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            33424
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_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    1.23622(12)
_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         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6990
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.0019
_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          0.0812
_refine_ls_wR_factor_ref         0.0874
_reflns_number_gt                4806
_reflns_number_total             6990
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na0146.cif
_cod_data_source_block           243K
_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_sg_symbol_H-M      P21/c
_cod_database_code               2103912
_cod_database_fobs_code          2103912
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 1.9822(4) 0.35489(8) 1.07144(10) 0.0522(4) Uani d 1 O
Ho1a 2.014(3) 0.3272(7) 1.1001(8) 0.073391(3) Uiso d 1 H
O2a 1.6270(4) 0.32758(9) 1.05253(11) 0.0704(5) Uani d 1 O
O3a 0.2631(5) 0.63445(9) 0.65762(11) 0.0627(5) Uani d 1 O
Ho3a 0.145(4) 0.6584(8) 0.6479(9) 0.090337(4) Uiso d 1 H
O4a 0.2701(6) 0.65407(12) 0.74530(11) 0.1034(8) Uani d 1 O
C1a 1.7642(3) 0.35625(5) 1.04412(6) 0.0362(6) Uani d 1 C
C2a 1.7070(3) 0.39571(5) 1.00064(6) 0.0421(5) Uani d 1 C
H2aa 1.7333 0.3832 0.9641 0.061006(4) Uiso d 1 H
H2ab 1.8151 0.4221 1.0129 0.061006(4) Uiso d 1 H
C3a 1.4605(3) 0.41361(5) 0.98930(6) 0.0427(6) Uani d 1 C
H3ab 1.4341 0.4284 1.0253 0.062198(4) Uiso d 1 H
H3aa 1.3541 0.3872 0.9792 0.062198(4) Uiso d 1 H
C4a 1.4076(3) 0.44941(5) 0.93998(6) 0.0429(6) Uani d 1 C
H4ab 1.5227 0.4752 0.9489 0.062423(4) Uiso d 1 H
H4aa 1.4252 0.4336 0.9045 0.062423(4) Uiso d 1 H
C5a 1.1674(3) 0.47084(5) 0.92844(6) 0.0420(5) Uani d 1 C
H5ab 1.1516 0.4883 0.9638 0.060892(4) Uiso d 1 H
H5aa 1.0493 0.4448 0.9213 0.060892(4) Uiso d 1 H
C6a 1.1195(3) 0.50448(5) 0.87679(6) 0.0448(6) Uani d 1 C
H6ab 1.24 0.5294 0.8842 0.064888(4) Uiso d 1 H
H6aa 1.1355 0.4869 0.8423 0.064888(4) Uiso d 1 H
C7a 0.8819(3) 0.52745(5) 0.86309(6) 0.0429(5) Uani d 1 C
H7ab 0.8688 0.5491 0.8941 0.062193(4) Uiso d 1 H
H7aa 0.7645 0.5031 0.8611 0.062193(4) Uiso d 1 H
C8a 0.8336(3) 0.55453(5) 0.80588(6) 0.0451(6) Uani d 1 C
H8ab 0.9574 0.5785 0.8082 0.065479(4) Uiso d 1 H
H8aa 0.8398 0.5328 0.7739 0.065479(4) Uiso d 1 H
C9a 0.6024(3) 0.58026(5) 0.79062(6) 0.0428(5) Uani d 1 C
H9ab 0.4769 0.5585 0.7945 0.062308(4) Uiso d 1 H
H9aa 0.605 0.6061 0.8176 0.062308(4) Uiso d 1 H
Caa 0.5519(3) 0.59919(5) 0.72904(6) 0.0409(5) Uani d 1 C
Haab 0.6883 0.617 0.7237 0.059162(4) Uiso d 1 H
Haaa 0.5288 0.573 0.7017 0.059162(4) Uiso d 1 H
Cba 0.3472(3) 0.63183(5) 0.71247(8) 0.0395(6) Uani d 1 C
O1b 1.9846(5) 0.36599(8) 0.83267(10) 0.0545(5) Uani d 1 O
Ho1b 2.011(3) 0.3407(8) 0.8634(8) 0.081203(3) Uiso d 1 H
O2b 1.6267(5) 0.35913(10) 0.84140(11) 0.0761(6) Uani d 1 O
O3b 0.2648(4) 0.62357(8) 0.38874(10) 0.0533(4) Uani d 1 O
Ho3b 0.134(4) 0.6466(8) 0.3767(8) 0.080251(3) Uiso d 1 H
O4b 0.1787(5) 0.62526(10) 0.47354(11) 0.0779(6) Uani d 1 O
C1b 1.7635(4) 0.37635(5) 0.81793(6) 0.0345(6) Uani d 1 C
C2b 1.7037(3) 0.41046(5) 0.76811(6) 0.0395(5) Uani d 1 C
H2ba 1.723 0.3934 0.7331 0.059046(4) Uiso d 1 H
H2bb 1.8184 0.4359 0.7755 0.059046(4) Uiso d 1 H
C3b 1.4621(3) 0.43138(5) 0.75663(6) 0.0385(5) Uani d 1 C
H3bb 1.4525 0.4534 0.788 0.057340(4) Uiso d 1 H
H3ba 1.3505 0.4061 0.7565 0.057340(4) Uiso d 1 H
C4b 1.3987(3) 0.45737(5) 0.69885(6) 0.0413(5) Uani d 1 C
H4bb 1.5142 0.4815 0.6987 0.061890(4) Uiso d 1 H
H4ba 1.4066 0.4347 0.6675 0.061890(4) Uiso d 1 H
C5b 1.1613(3) 0.48061(5) 0.68490(6) 0.0437(6) Uani d 1 C
H5bb 1.1583 0.5061 0.7139 0.064977(4) Uiso d 1 H
H5ba 1.0429 0.4569 0.6885 0.064977(4) Uiso d 1 H
C6b 1.0983(3) 0.50219(5) 0.62447(6) 0.0431(6) Uani d 1 C
H6bb 1.2199 0.5248 0.6203 0.063892(4) Uiso d 1 H
H6ba 1.0948 0.4768 0.5958 0.063892(4) Uiso d 1 H
C7b 0.8670(3) 0.52767(5) 0.60915(6) 0.0429(6) Uani d 1 C
H7bb 0.8716 0.555 0.6356 0.063241(4) Uiso d 1 H
H7ba 0.7455 0.5065 0.6155 0.063241(4) Uiso d 1 H
C8b 0.8049(3) 0.54510(5) 0.54664(6) 0.0427(6) Uani d 1 C
H8bb 0.9242 0.5679 0.5418 0.063046(4) Uiso d 1 H
H8ba 0.8106 0.5184 0.5209 0.063046(4) Uiso d 1 H
C9b 0.5697(3) 0.56864(5) 0.52779(6) 0.0401(5) Uani d 1 C
H9bb 0.4472 0.5457 0.5333 0.058918(4) Uiso d 1 H
H9ba 0.5633 0.5964 0.5524 0.058918(4) Uiso d 1 H
Cab 0.5189(3) 0.58425(5) 0.46484(6) 0.0403(5) Uani d 1 C
Habb 0.6454 0.6031 0.4587 0.059905(4) Uiso d 1 H
Haba 0.509 0.5563 0.4401 0.059905(4) Uiso d 1 H
Cbb 0.3023(3) 0.61264(5) 0.44388(7) 0.0360(6) Uani d 1 C
N1a -0.10158(15) 0.78730(3) 0.60087(3) 0.0331(3) Uani d 1 N
N2a -0.1810(3) 0.73395(5) 0.51731(6) 0.0351(3) Uani d 1 N
N3a -0.0445(3) 0.70195(5) 0.61510(6) 0.0342(3) Uani d 1 N
N4a -0.4353(3) 0.73421(5) 0.58550(6) 0.0364(3) Uani d 1 N
Cca 0.0411(3) 0.74971(5) 0.63533(6) 0.0349(3) Uani d 1 C
Hcba 0.20100(15) 0.75316(3) 0.63122(3) 0.0457(6) Uani d 1 H
Hcaa 0.03726(15) 0.75305(3) 0.67648(3) 0.0450(6) Uani d 1 H
Cda -0.3430(3) 0.78112(5) 0.60577(6) 0.0358(3) Uani d 1 C
Hdaa -0.34749(15) 0.78530(3) 0.64661(3) 0.0452(5) Uani d 1 H
Hdba -0.44012(15) 0.80579(3) 0.58152(3) 0.0475(6) Uani d 1 H
Cea -0.0937(3) 0.78063(5) 0.53937(6) 0.0372(3) Uani d 1 C
Heaa -0.19436(15) 0.80514(3) 0.51532(3) 0.0497(6) Uani d 1 H
Heba 0.06388(15) 0.78399(3) 0.53580(3) 0.0481(5) Uani d 1 H
Cfa -0.0393(3) 0.69769(5) 0.55299(6) 0.0364(3) Uani d 1 C
Hfaa 0.12112(15) 0.70149(3) 0.54930(3) 0.0461(5) Uani d 1 H
Hfba -0.09999(15) 0.66615(3) 0.53863(3) 0.0483(6) Uani d 1 H
Cga -0.2873(3) 0.69824(5) 0.62011(7) 0.0389(4) Uani d 1 C
Hgaa -0.34941(15) 0.66659(3) 0.60526(3) 0.0527(6) Uani d 1 H
Hgba -0.29214(15) 0.70171(3) 0.66151(3) 0.0498(6) Uani d 1 H
Cha -0.4198(3) 0.72894(5) 0.52454(6) 0.0394(3) Uani d 1 C
Hhba -0.48054(15) 0.69682(3) 0.50934(3) 0.0526(5) Uani d 1 H
Hhaa -0.51805(15) 0.75387(3) 0.50009(3) 0.0516(5) Uani d 1 H
N1b -0.10679(15) 0.77692(3) 0.36268(3) 0.0329(3) Uani d 1 N
N2b -0.1850(3) 0.74179(5) 0.26576(6) 0.0382(3) Uani d 1 N
N3b -0.0530(3) 0.69185(5) 0.35127(6) 0.0336(3) Uani d 1 N
N4b -0.4424(3) 0.72530(5) 0.33082(6) 0.0364(3) Uani d 1 N
Ccb 0.0337(3) 0.73480(5) 0.38534(6) 0.0330(4) Uani d 1 C
Hcbb 0.19415(15) 0.74061(3) 0.38297(3) 0.0421(6) Uani d 1 H
Hcab 0.02839(15) 0.72945(3) 0.42609(3) 0.0435(6) Uani d 1 H
Cdb -0.3491(3) 0.76747(5) 0.36471(6) 0.0361(3) Uani d 1 C
Hdab -0.35497(15) 0.76300(3) 0.40541(3) 0.0461(5) Uani d 1 H
Hdbb -0.44470(15) 0.79543(3) 0.34825(3) 0.0480(6) Uani d 1 H
Ceb -0.0968(3) 0.78332(5) 0.30128(6) 0.0395(3) Uani d 1 C
Heab -0.19600(15) 0.81104(3) 0.28495(3) 0.0539(6) Uani d 1 H
Hebb 0.06131(15) 0.78891(3) 0.29939(3) 0.0505(5) Uani d 1 H
Cfb -0.0456(3) 0.70068(5) 0.28999(6) 0.0376(4) Uani d 1 C
Hfab 0.11541(15) 0.70676(3) 0.28813(3) 0.0468(5) Uani d 1 H
Hfbb -0.10694(15) 0.67250(3) 0.26650(3) 0.0505(6) Uani d 1 H
Cgb -0.2966(3) 0.68476(5) 0.35413(7) 0.0394(4) Uani d 1 C
Hgab -0.35932(15) 0.65656(3) 0.33015(3) 0.0535(6) Uani d 1 H
Hgbb -0.30285(15) 0.67948(3) 0.39516(3) 0.0514(6) Uani d 1 H
Chb -0.4248(3) 0.73301(6) 0.27039(6) 0.0407(3) Uani d 1 C
Hhbb -0.48616(15) 0.70443(3) 0.24592(3) 0.0540(5) Uani d 1 H
Hhab -0.52151(15) 0.76125(3) 0.25381(3) 0.0533(5) 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'
