#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011618.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_2011618
loop_
_publ_author_name
'Boag, Neil M.'
'Coward, Kathleen M.'
'Jones, Anthony C.'
'Pemble, Martyn E.'
'Thompson, J. Robin'
_publ_section_title
;Di-μ-hydroxo-bis(diisopropylgallium)--1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane
 (1/1)
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1438
_journal_page_last               1439
_journal_paper_doi               10.1107/S0108270100012816
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          '[Ga2 (C3 H7 )4 (OH)2 ] , C14 H32 N4'
_chemical_formula_moiety         'C12 H30 Ga2 O2, C14 H32 N4'
_chemical_formula_sum            'C26 H62 Ga2 N4 O2'
_chemical_formula_weight         602.24
_chemical_name_systematic
;
  bis(μ ₂-hydroxo)bis(diipropylgallium).
  1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                113.138(8)
_cell_angle_beta                 97.516(4)
_cell_angle_gamma                98.551(7)
_cell_formula_units_Z            1
_cell_length_a                   8.5877(7)
_cell_length_b                   9.7161(17)
_cell_length_c                   11.1425(10)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      15.04
_cell_measurement_theta_min      5.44
_cell_volume                     826.92(19)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL-Plus (Siemens, 1995)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full .962
_diffrn_measured_fraction_theta_max .962
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       'profile fitting of θ/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0179
_diffrn_reflns_av_sigmaI/netI    .0328
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4385
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        5
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_T_max  .661
_exptl_absorpt_correction_T_min  .568
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XPREP in SHELXTL-Plus; Siemens 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             323
_exptl_crystal_size_max          .45
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .25
_refine_diff_density_max         .335
_refine_diff_density_min         -.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.036
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          .0319
_refine_ls_R_factor_gt           .0263
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .0654
_refine_ls_wR_factor_ref         .0654
_reflns_number_gt                3277
_reflns_number_total             3645
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1426.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        826.92(18)
_cod_database_code               2011618
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ga .53668(2) .66406(2) .528901(17) .03091(7) Uani d . 1 . . Ga
O .40399(15) .52378(13) .57831(12) .0354(3) Uani d . 1 . . O
H1 .383(3) .541(3) .650(2) .049(6) Uiso d . 1 . . H
C6 .7236(2) .8007(2) .67372(17) .0388(4) Uani d . 1 . . C
H6 .7462 .7502 .7339 .047 Uiso calc R 1 . . H
C61 .6890(3) .9559(2) .7565(2) .0561(5) Uani d . 1 . . C
H61A .7801 1.0159 .8297 .084 Uiso calc R 1 . . H
H61B .5937 .9405 .7917 .084 Uiso calc R 1 . . H
H61C .6713 1.0099 .7007 .084 Uiso calc R 1 . . H
C62 .8728(3) .8212(3) .6163(2) .0571(5) Uani d . 1 . . C
H62A .8548 .8728 .5586 .086 Uiso calc R 1 . . H
H62B .8939 .7214 .5653 .086 Uiso calc R 1 . . H
H62C .9646 .8822 .6886 .086 Uiso calc R 1 . . H
C7 .3975(2) .7377(2) .42098(18) .0386(4) Uani d . 1 . . C
H7 .4677 .8158 .4041 .046 Uiso calc R 1 . . H
C71 .2771(3) .8157(3) .4988(2) .0582(6) Uani d . 1 . . C
H71A .2115 .8527 .4454 .087 Uiso calc R 1 . . H
H71B .3350 .9014 .5813 .087 Uiso calc R 1 . . H
H71C .2084 .7424 .5190 .087 Uiso calc R 1 . . H
C72 .3091(3) .6111(3) .2862(2) .0522(5) Uani d . 1 . . C
H72A .2371 .5340 .2996 .078 Uiso calc R 1 . . H
H72B .3866 .5644 .2368 .078 Uiso calc R 1 . . H
H72C .2473 .6543 .2362 .078 Uiso calc R 1 . . H
N1 .27516(19) .30534(17) .90116(15) .0407(3) Uani d . 1 . . N
C11 .1385(3) .2823(3) .9623(2) .0639(6) Uani d . 1 . . C
H11A .0618 .1886 .9015 .096 Uiso calc R 1 . . H
H11B .0868 .3686 .9811 .096 Uiso calc R 1 . . H
H11C .1763 .2743 1.0447 .096 Uiso calc R 1 . . H
C1 .2215(2) .3106(2) .77267(18) .0486(5) Uani d . 1 . . C
H1A .1370 .2188 .7173 .058 Uiso calc R 1 . . H
H1B .3122 .3059 .7273 .058 Uiso calc R 1 . . H
C2 .1576(2) .4503(3) .7804(2) .0530(5) Uani d . 1 . . C
H2A .0867 .4245 .6947 .064 Uiso calc R 1 . . H
H2B .0920 .4741 .8486 .064 Uiso calc R 1 . . H
N2 .2813(2) .5889(2) .81193(15) .0431(4) Uani d . 1 . . N
C21 .2001(3) .7068(3) .7979(3) .0716(8) Uani d . 1 . . C
H21A .1292 .6643 .7107 .107 Uiso calc R 1 . . H
H21B .2801 .7941 .8072 .107 Uiso calc R 1 . . H
H21C .1377 .7395 .8665 .107 Uiso calc R 1 . . H
C3 .3790(3) .6456(2) .94756(18) .0431(4) Uani d . 1 . . C
H3A .4208 .5610 .9571 .052 Uiso calc R 1 . . H
H3B .3094 .6777 1.0119 .052 Uiso calc R 1 . . H
C4 .5192(3) .7786(2) .9817(2) .0494(5) Uani d . 1 . . C
H4A .4783 .8701 .9896 .059 Uiso calc R 1 . . H
H4B .5793 .7542 .9098 .059 Uiso calc R 1 . . H
C5 .6313(3) .8118(2) 1.1126(2) .0510(5) Uani d . 1 . . C
H5A .7051 .9118 1.1434 .061 Uiso calc R 1 . . H
H5B .5673 .8176 1.1804 .061 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 2 -1
0 -2 -6
2 3 4
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O Ga O 2_666 . 81.04(6) y
O Ga C7 2_666 . 112.84(7) y
O Ga C7 . . 109.58(7) y
O Ga C6 2_666 . 109.36(7) y
O Ga C6 . . 112.91(7) y
C7 Ga C6 . . 123.30(8) y
O Ga Ga 2_666 2_666 40.56(4) ?
O Ga Ga . 2_666 40.48(4) ?
C7 Ga Ga . 2_666 118.40(6) ?
C6 Ga Ga . 2_666 118.30(5) ?
Ga O Ga 2_666 . 98.96(6) y
Ga O H1 2_666 . 122.8(16) y
Ga O H1 . . 127.0(16) y
C61 C6 C62 . . 110.70(17) ?
C61 C6 Ga . . 112.18(13) ?
C62 C6 Ga . . 110.46(13) ?
C61 C6 H6 . . 107.8 ?
C62 C6 H6 . . 107.8 ?
Ga C6 H6 . . 107.8 ?
C6 C61 H61A . . 109.5 ?
C6 C61 H61B . . 109.5 ?
H61A C61 H61B . . 109.5 ?
C6 C61 H61C . . 109.5 ?
H61A C61 H61C . . 109.5 ?
H61B C61 H61C . . 109.5 ?
C6 C62 H62A . . 109.5 ?
C6 C62 H62B . . 109.5 ?
H62A C62 H62B . . 109.5 ?
C6 C62 H62C . . 109.5 ?
H62A C62 H62C . . 109.5 ?
H62B C62 H62C . . 109.5 ?
C72 C7 C71 . . 110.16(17) ?
C72 C7 Ga . . 113.03(13) ?
C71 C7 Ga . . 110.56(13) ?
C72 C7 H7 . . 107.6 ?
C71 C7 H7 . . 107.6 ?
Ga C7 H7 . . 107.6 ?
C7 C71 H71A . . 109.5 ?
C7 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
C7 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
C7 C72 H72A . . 109.5 ?
C7 C72 H72B . . 109.5 ?
H72A C72 H72B . . 109.5 ?
C7 C72 H72C . . 109.5 ?
H72A C72 H72C . . 109.5 ?
H72B C72 H72C . . 109.5 ?
C5 N1 C11 2_667 . 111.04(18) ?
C5 N1 C1 2_667 . 111.59(15) ?
C11 N1 C1 . . 111.02(17) ?
N1 C11 H11A . . 109.5 ?
N1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
N1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N1 C1 C2 . . 115.56(16) ?
N1 C1 H1A . . 108.4 ?
C2 C1 H1A . . 108.4 ?
N1 C1 H1B . . 108.4 ?
C2 C1 H1B . . 108.4 ?
H1A C1 H1B . . 107.5 ?
N2 C2 C1 . . 115.24(16) ?
N2 C2 H2A . . 108.5 ?
C1 C2 H2A . . 108.5 ?
N2 C2 H2B . . 108.5 ?
C1 C2 H2B . . 108.5 ?
H2A C2 H2B . . 107.5 ?
C3 N2 C2 . . 111.18(15) ?
C3 N2 C21 . . 110.71(17) ?
C2 N2 C21 . . 108.36(18) ?
N2 C21 H21A . . 109.5 ?
N2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N2 C3 C4 . . 114.00(16) ?
N2 C3 H3A . . 108.8 ?
C4 C3 H3A . . 108.8 ?
N2 C3 H3B . . 108.8 ?
C4 C3 H3B . . 108.8 ?
H3A C3 H3B . . 107.6 ?
C3 C4 C5 . . 110.82(16) ?
C3 C4 H4A . . 109.5 ?
C5 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
C5 C4 H4B . . 109.5 ?
H4A C4 H4B . . 108.1 ?
N1 C5 C4 2_667 . 112.31(15) ?
N1 C5 H5A 2_667 . 109.1 ?
C4 C5 H5A . . 109.1 ?
N1 C5 H5B 2_667 . 109.1 ?
C4 C5 H5B . . 109.1 ?
H5A C5 H5B . . 107.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ga O 2_666 1.9339(12) y
Ga O . 1.9368(12) y
Ga C7 . 1.9853(18) y
Ga C6 . 1.9872(18) y
Ga Ga 2_666 2.9425(7) y
O Ga 2_666 1.9339(12) ?
O H1 . .80(2) y
C6 C61 . 1.524(3) ?
C6 C62 . 1.526(3) ?
C6 H6 . .9900 ?
C61 H61A . .9700 ?
C61 H61B . .9700 ?
C61 H61C . .9700 ?
C62 H62A . .9700 ?
C62 H62B . .9700 ?
C62 H62C . .9700 ?
C7 C72 . 1.522(3) ?
C7 C71 . 1.532(3) ?
C7 H7 . .9900 ?
C71 H71A . .9700 ?
C71 H71B . .9700 ?
C71 H71C . .9700 ?
C72 H72A . .9700 ?
C72 H72B . .9700 ?
C72 H72C . .9700 ?
N1 C5 2_667 1.460(3) ?
N1 C11 . 1.463(2) ?
N1 C1 . 1.468(2) ?
C11 H11A . .9700 ?
C11 H11B . .9700 ?
C11 H11C . .9700 ?
C1 C2 . 1.514(3) ?
C1 H1A . .9800 ?
C1 H1B . .9800 ?
C2 N2 . 1.473(3) ?
C2 H2A . .9800 ?
C2 H2B . .9800 ?
N2 C3 . 1.472(2) ?
N2 C21 . 1.474(2) ?
C21 H21A . .9700 ?
C21 H21B . .9700 ?
C21 H21C . .9700 ?
C3 C4 . 1.515(3) ?
C3 H3A . .9800 ?
C3 H3B . .9800 ?
C4 C5 . 1.526(3) ?
C4 H4A . .9800 ?
C4 H4B . .9800 ?
C5 N1 2_667 1.460(3) ?
C5 H5A . .9800 ?
C5 H5B . .9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O H1 N2 .80(2) 2.03(2) 2.8119(19) 167(2) y
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O Ga O Ga 2_666 2_666 .0
C7 Ga O Ga . 2_666 111.16(7)
C6 Ga O Ga . 2_666 -107.32(7)
O Ga C6 C61 2_666 . 176.02(13)
O Ga C6 C61 . . -95.75(14)
C7 Ga C6 C61 . . 39.72(17)
Ga Ga C6 C61 2_666 . -140.49(12)
O Ga C6 C62 2_666 . 51.99(15)
O Ga C6 C62 . . 140.23(13)
C7 Ga C6 C62 . . -84.31(16)
Ga Ga C6 C62 2_666 . 95.48(14)
O Ga C7 C72 2_666 . 22.09(16)
O Ga C7 C72 . . -66.21(15)
C6 Ga C7 C72 . . 157.07(13)
Ga Ga C7 C72 2_666 . -22.72(16)
O Ga C7 C71 2_666 . 146.10(14)
O Ga C7 C71 . . 57.80(16)
C6 Ga C7 C71 . . -78.92(16)
Ga Ga C7 C71 2_666 . 101.29(14)
C5 N1 C1 C2 2_667 . -166.47(17)
C11 N1 C1 C2 . . 69.1(2)
N1 C1 C2 N2 . . 81.3(2)
C1 C2 N2 C3 . . -65.7(2)
C1 C2 N2 C21 . . 172.46(16)
C2 N2 C3 C4 . . 174.27(16)
C21 N2 C3 C4 . . -65.2(2)
N2 C3 C4 C5 . . -169.74(16)
C3 C4 C5 N1 . 2_667 72.3(2)
